20 Middlesex Dr, Enfield, CT 06082
OFF MARKET

20 Middlesex Dr
Enfield, CT 06082

Southwood Acres
  • 3 Beds
  • 2 Baths
  • 1,830 sqft (on 0.29 acres)

$405,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $2,882/mo*
Refinance Your Home

$405,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $2,882/mo*
Refinance Your Home
3 Beds
2 Baths
1,830 sqft
(on 0.29 acres)

Home Value

Trulia Estimate
$406K
Since last month
Increased$300 (+0.1%)
Since last year
Increased$34K (+9.1%)
Since last sale
Increased$268K (+194.5%)
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 +77% in the last 10 years
MonthEstimated value
2026
August 2026$406K
July 2026$406K
June 2026$414K
May 2026$414K
April 2026$395K
March 2026$395K
February 2026$377K
January 2026$382K
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
33 Middlesex Drive, Enfield, CT
0.03
Single-Family Home
$335,000
10/29/25
3
2
1,008
19 Copper Drive, Enfield, CT
0.24
Single-Family Home
$400,000
04/30/26
4
1.5
1,968
18 Hudson Street, Enfield, CT
0.43
Single-Family Home
$335,000
03/13/26
3
2
1,728
7 Elmore Rd, Enfield, CT
0.45
Single-Family Home
$156,000
10/16/25
3
2
1,056
37 Plainfield Street, Enfield, CT
0.31
Single-Family Home
$375,000
05/15/26
4
1.5
2,232
15 Fairfield Road, Enfield, CT
0.17
Single-Family Home
$271,000
04/24/26
3
1
1,008
38 Vernon Road, Enfield, CT
0.37
Single-Family Home
$403,700
04/28/26
4
2
1,587
21 Carriage Dr, Enfield, CT
0.46
Single-Family Home
$320,000
02/02/26
3
1.5
1,296
29 Silver Lane, Enfield, CT
0.36
Single-Family Home
$415,000
06/02/26
4
2
1,632
2 Fairfield Road, Enfield, CT
0.39
Single-Family Home
$410,000
10/09/25
3
2
1,704

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
18 Middlesex Drive, Enfield, CT 06082
0.02
$333,000
3
1
1,008
Off Market
33 Middlesex Drive, Enfield, CT 06082
0.03
$335,000
3
2
1,008
Recently Sold
28 Windham Road, Enfield, CT 06082
0.06
$375,300
4
1
1,524
Off Market
19 Windham Road, Enfield, CT 06082
0.05
$415,800
4
2
1,548
Off Market
12 Steele Road, Enfield, CT 06082
0.11
$383,400
4
1.5
1,788
Off Market
11 Steele Road, Enfield, CT 06082
0.13
$418,600
4
2
2,016
Off Market
9 Steele Road, Enfield, CT 06082
0.13
$399,800
4
1.5
1,632
Off Market
16 Windham Road, Enfield, CT 06082
0.12
$371,000
3
1.5
1,245
Off Market
37 Litchfield Drive, Enfield, CT 06082
0.15
$441,000
4
1.5
1,504
Off Market
9 Tolland Drive, Enfield, CT 06082
0.16
$418,600
6
2.5
1,854
Off Market
4 Steele Road, Enfield, CT 06082
0.15
$465,300
4
2
2,562
Off Market
38 Fairfield Road, Enfield, CT 06082
0.17
$394,800
3
1
1,608
Off Market

Local Information

  • Map ViewExplore the area around 20 Middlesex Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1961
Lot Size
0.29 acres
Living Area
1,830 sqft
Price/Sqft
$222
Parking
Garage

About this House

This single-family home is located at 20 Middlesex Dr, Enfield, CT. 20 Middlesex Dr is in the Southwood Acres neighborhood in Enfield, CT and in ZIP code 06082. This property has 3 bedrooms, 2 bathrooms and approximately 1,830 sqft of floor space. This property has a lot size of 0.29 acres and was built in 1961.
20 Middlesex Dr, Enfield, CT 06082 is a 3 bedroom, 2 bathroom, 1,830 sqft single-family home in Southwood Acres, built in 1961. It last sold for $138,000 on Mar 29, 1988. It is currently off market. The Trulia Estimate is $405,600, with a rent estimate of $2,654/month.

Home Details for 20 Middlesex Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8
Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1961
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.29 acres

Price and Tax history

DateEventPrice
Mar 29, 1988
Source: N/A
Sold
$138,000

Market trends in Enfield

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$343K
$16.5KMoM
Sale-to-List Price
105.4%
0.6%MoM
Price per sq ft
$228
$7MoM
Available listings
82
8MoM

Around this home

Neighborhood Overview

Southwood Acres
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Southwood Acres

At least 1 Trulia users voted on each feature.

  • 100 % Say there are sidewalks

  • 100 % Say it's dog friendly

  • 100 % Say they plan to stay for at least 5 years

  • 100 % Say there's holiday spirit

  • 100 % Say there's wildlife

  • 100 % Say kids play outside

  • 100 % Say car is needed

  • 50 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.
  • Gv9zdgksty
    "Great neighborhoods! Very friendly and affordable. Good quality of life. Great neighborhood schools. Close to major interstate. "
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 20 Middlesex Dr

  • What is 20 Middlesex Dr estimated to be worth?
    Trulia's estimated value for 20 Middlesex Dr in Enfield, CT is $405,600.
  • What is the price history for 20 Middlesex Dr?
    20 Middlesex Dr in Enfield, CT last sold for $138,000 in March 1988.
  • Is Enfield a buyer's or seller's market?
    Enfield is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Enfield?
    The median sale price in Enfield is $343K. That is up $16.5K from the prior month.
  • How big is the lot at 20 Middlesex Dr?
    The lot at 20 Middlesex Dr in Enfield, CT is about 0.29 acres (12,632 sq ft).
  • Does 20 Middlesex Dr have a garage?
    Yes, 20 Middlesex Dr in Enfield, CT has a garage.

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Apartments for Rent

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Off Market Homes Near 20 Middlesex Dr

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