39 Highfield Dr, Monroe, CT 06468
Property image
Property image
OFF MARKET

39 Highfield Dr
Monroe, CT 06468

East Village
  • 4 Beds
  • 3 Baths
  • 2,573 sqft (on 0.65 acres)

$797,800

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $5,279/mo*
Refinance Your Home

$797,800

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $5,279/mo*
Refinance Your Home
4 Beds
3 Baths
2,573 sqft
(on 0.65 acres)

Home Value

Trulia Estimate
$798K
Since last month
Decreased$4K (-0.5%)
Since last year
Increased$54K (+7.2%)
Since last sale
Increased$262K (+48.6%)
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 +91% in the last 10 years
MonthEstimated value
2026
August 2026$800K
July 2026$804K
June 2026$814K
May 2026$813K
April 2026$802K
March 2026$806K
February 2026$773K
January 2026$775K
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
15 Hillside Lane, Monroe, CT
0.28
Single-Family Home
$625,000
10/27/25
4
3
2,778
117 Settlers Farm Road, Monroe, CT
0.27
Single-Family Home
$775,000
05/01/26
3
2.5
2,284
67 Hillside Lane, Monroe, CT
0.52
Single-Family Home
$690,000
05/15/26
4
2.5
2,546
74 Hillside Lane, Monroe, CT
0.53
Single-Family Home
$700,000
06/30/26
3
2.5
2,354
140 Lazy Brook Road, Monroe, CT
0.32
Single-Family Home
$900,000
06/26/26
4
4
3,671
9 Round Hill Drive, Monroe, CT
0.44
Single-Family Home
$615,000
07/22/26
3
2
2,277
43 Old Castle Drive, Monroe, CT
0.60
Single-Family Home
$630,000
11/07/25
3
2.5
2,428
36 Spinning Wheel Road, Monroe, CT
0.68
Single-Family Home
$560,000
04/30/26
3
2.5
2,324
56 Lazy Brook Road, Monroe, CT
0.67
Single-Family Home
$750,000
04/07/26
3
2.5
2,288
47 Canterbury Lane, Monroe, CT
0.55
Single-Family Home
$790,000
08/14/26
4
2.5
2,952

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
46 Highfield Drive, Monroe, CT 06468
0.08
$810,300
3
3
3,555
Off Market
23 Summerview Drive, Monroe, CT 06468
0.09
$732,100
4
2.5
2,720
Off Market
39 North Hillside Lane, Monroe, CT 06468
0.09
$1,066,700
4
3
6,080
Off Market
14 Sunset Hill Drive, Monroe, CT 06468
0.17
$655,500
3
2.5
1,960
Off Market
15 Valley View Road, Monroe, CT 06468
0.22
$639,100
4
2
2,157
Off Market
5 Sunset Hill, Monroe, CT 06468
0.23
$645,100
3
2
2,501
Off Market
2 Fairlea Drive, Monroe, CT 06484
0.27
$706,800
3
2.5
2,500
Off Market
117 Settlers Farm Road, Monroe, CT 06468
0.27
$775,000
3
2.5
2,284
Recently Sold
15 Hillside Lane, Monroe, CT 06468
0.28
$625,000
4
3
2,778
Recently Sold
32 Valley View Road, Monroe, CT 06468
0.30
$525,000
4
1
1,165
Recently Sold
140 Lazy Brook Road, Monroe, CT 06468
0.32
$900,000
4
4
3,671
Recently Sold
33 Camelot Drive, Monroe, CT 06468
0.34
$692,400
3
3
2,140
Off Market

Local Information

  • Map ViewExplore the area around 39 Highfield Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1985
Lot Size
0.65 acres
Living Area
2,573 sqft
Price/Sqft
$310
Parking
Garage

About this House

This single-family home is located at 39 Highfield Dr, Monroe, CT. 39 Highfield Dr is in the East Village neighborhood in Monroe, CT and in ZIP code 06468. This property has 4 bedrooms, 3 bathrooms and approximately 2,573 sqft of floor space. This property has a lot size of 0.65 acres and was built in 1985.
39 Highfield Dr, Monroe, CT 06468 is a 4 bedroom, 3 bathroom, 2,573 sqft single-family home in East Village, built in 1985. It last sold for $538,500 on May 31, 2007. It is currently off market. The Trulia Estimate is $797,800, with a rent estimate of $4,627/month.

Home Details for 39 Highfield Dr

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Baseboard, OilAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1985Year Updated: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.65 acres

Price and Tax history

DateEventPrice
May 31, 2007
Source: Smart MLS #98324309
Sold
$538,500
Dec 2, 2005
Source: Smart MLS #98254644
Sold
$555,000
Jan 20, 2005
Source: Smart MLS #98218779
Sold
$549,900
Mar 23, 1998
Source: N/A
Sold
$285,000
Jan 17, 1991
Source: N/A
Sold
$275,000

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 39 Highfield Dr

  • What is 39 Highfield Dr estimated to be worth?
    Trulia's estimated value for 39 Highfield Dr in Monroe, CT is $797,800.
  • What is the price history for 39 Highfield Dr?
    39 Highfield Dr in Monroe, CT last sold for $538,500 in May 2007.
  • 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 39 Highfield Dr?
    The closest schools to 39 Highfield 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).
  • How big is the lot at 39 Highfield Dr?
    The lot at 39 Highfield Dr in Monroe, CT is about 0.65 acres (28,314 sq ft).
  • Does 39 Highfield Dr have a garage?
    Yes, 39 Highfield Dr in Monroe, CT has a garage.

Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

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