4 Brookside Dr, Middlebury, CT 06762
Property image
Property image
OFF MARKET

$646,100

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,240 sqft

4 Brookside Dr, Middlebury, CT 06762

Est. Refi. Payment $4,523/mo*
Refinance Your Home
Currently Off Market - Sold Aug 22, 2005 for $499,900

Home Value

Trulia Estimate
$646K
Since last month
Increased$1K (+0.2%)
Since last year
Decreased$5K (-0.7%)
Since last sale
Increased$143K (+28.6%)
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 +61% in the last 10 years
MonthEstimated value
2026
August 2026$643K
July 2026$642K
June 2026$645K
May 2026$645K
April 2026$633K
March 2026$628K
February 2026$634K
January 2026$626K
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
1 Independence Cir, Middlebury, CT
0.00
Condo
$615,000
10/30/25
4
2.5
2,553
1 Independence Circle #1, Middlebury, CT
0.10
Condo
$630,000
07/07/26
4
2.5
3,224
8 Kimberwick Court #8, Middlebury, CT
0.36
Condo
$520,000
10/22/25
3
2.5
2,147
10 Pelham Way #10, Middlebury, CT
0.34
Condo
$625,000
06/30/26
3
2.5
2,251
8 Kimberwick Ct, Middlebury, CT
0.36
Condo
$520,000
10/27/25
3
3
2,147
23 Caveson Ct, Middlebury, CT
0.42
Condo
$565,000
01/05/26
3
2.5
2,547
23 Caveson Court #23, Middlebury, CT
0.44
Condo
$565,000
01/02/26
3
2.5
2,547
117 Periwinkle Dr, Middlebury, CT
0.78
Condo
$669,900
11/12/25
3
3
2,476
North Benson Road #43, Middlebury, CT
0.60
Condo
$549,936
10/30/25
3
2.5
2,252
39 Independence Circle #39, Middlebury, CT
0.28
Condo
$600,000
11/14/25
4
3
3,382

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
28 Brookside Drive #28, Middlebury, CT 06762
0.09
$744,000
4
3.5
3,512
Off Market
3 Independence Circle #3, Middlebury, CT 06762
0.10
$681,200
4
2.5
2,882
Off Market
1 Independence Circle #1, Middlebury, CT 06762
0.10
$630,000
4
2.5
3,224
Recently Sold
10 Stonington Court #10, Middlebury, CT 06762
0.12
$672,100
3
2.5
2,812
Off Market
15 Brookside Drive #72, Middlebury, CT 06762
0.12
$676,200
3
2.5
3,308
Off Market
15 Brookside Drive #15, Middlebury, CT 06762
0.12
$700,800
3
2.5
3,308
Off Market
13 Independence Circle, Middlebury, CT 06762
0.14
$767,300
4
3.5
3,600
Off Market
15 Chatham Court #15, Middlebury, CT 06762
0.14
$789,500
4
3
4,450
Off Market
11 Chatham Court #11, Middlebury, CT 06762
0.15
-
4
3
3,512
Off Market
7 Chatham Court #7, Middlebury, CT 06762
0.15
-
3
2.5
2,240
Off Market
6 Colonial Court #6, Middlebury, CT 06762
0.16
$690,400
3
2.5
2,950
Off Market
1 Chatham Court #1, Middlebury, CT 06762
0.17
$646,800
4
2.5
2,950
Off Market

Local Information

  • Map ViewExplore the area around 4 Brookside Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
2004
Living Area
2,240 sqft
Price/Sqft
$288
Parking
Garage

About this House

This condo is located at 4 Brookside Dr, Middlebury, CT. 4 Brookside Dr is in Middlebury, CT and in ZIP code 06762. This property has 3 bedrooms, 3 bathrooms and approximately 2,240 sqft of floor space. This property has a lot size of 0.44 acres and was built in 2004.
4 Brookside Dr, Middlebury, CT 06762 is a 3 bedroom, 3 bathroom, 2,240 sqft condo built in 2004. It last sold for $499,900 on Aug 22, 2005. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $646,100, with a rent estimate of $3,395/month.

Home Details for 4 Brookside Dr

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: CondoArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price and Tax history

DateEventPrice
Aug 22, 2005
Source: Smart MLS #W1025239
Sold
$499,900

Market trends in Middlebury

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
27
6MoM

Around this home

What Locals Say about Middlebury

At least 21 Trulia users voted on each feature.

  • 94 % Say yards are well-kept

  • 93 % Say parking is easy

  • 86 % Say car is needed

  • 82 % Say there's holiday spirit

  • 78 % Say there's wildlife

  • 72 % Say it's quiet

  • 63 % Say it's dog friendly

  • 58 % Say people would walk alone at night

  • 52 % Say kids play outside

  • 48 % Say they plan to stay for at least 5 years

  • 47 % Say neighbors are friendly

  • 45 % Say it's walkable to restaurants

  • 36 % Say streets are well-lit

  • 35 % Say there are sidewalks

  • 34 % Say there are community events

  • 27 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Ginacea313@gmail.com
    "It’s a beautiful community with little to no crime. There is a crystal clear lake and a small amusement park. Additionally, there are plenty of hiking trails. Autumn is quite amazing here, with many vibrant colors. "
    3
    Flag
  • Ginacea313@gmail.com
    "Middlebury is a beautiful town. It is truly a New England gem. Lake Quassapaug is clean and the MRA is well kept. Summers are heavenly here. "
    1
    Flag
  • Plandusky
    "Region 15 public schools are some of the best in the state. Middlebury, Southbury public schools. Safe neighborhoods lived here 27 years and could have left the car unlocked the whole time"
    0
    Flag
  • Cadecres
    "I’ve lived here 11 years now and everyone is friendly and thoughtful. This town is a hidden gem, just far enough away from the bustle yet close enough not to be isolated."
    0
    Flag
  • darrenwittko
    "With excellent schools and beautiful parks, Middlebury is the perfect family community. Close to I-84, it's great for commuters too."
    0
    Flag
  • Donathom1114
    "This is an excellent community for families. Top notch schools with excellent family activities. Private community with walking trails and child and pet friendly streets. Wonderful neighbors and pride of home ownership,"
    0
    Flag
  • castaway45
    "I grew up here, moved here when I was 9. Many fond memories. Great place to walk and for recreation, and for kids to play, points were neighbors, community spirit, natural setting."
    0
    Flag
  • Rtfa50
    "Great neighborhood for a family with children. Close proximity to I-84 both east and westbound. Excellent area for biking, hiking and walking. Easy access to neighboring towns such as Woodbury, Southbury and easy commute for professionals working in both Waterbury or Danbury. "
    0
    Flag
  • Hallie
    "I have lived here for 10 years and would not live anywhere else. The schools are fantastic, the parks beautiful, and the town beach perfect. Everywhere you look are flowers, towering oaks, and wonderful jogging paths. This is quintessential New England."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 4 Brookside Dr

  • What is 4 Brookside Dr estimated to be worth?
    Trulia's estimated value for 4 Brookside Dr in Middlebury, CT is $646,100.
  • What is the price history for 4 Brookside Dr?
    4 Brookside Dr in Middlebury, CT last sold for $499,900 in August 2005.
  • Is Middlebury a buyer's or seller's market?
    Middlebury is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Middlebury?
    Residents describe Middlebury, CT as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Middlebury, CT.

Apartments for Rent

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Off Market Homes Near 4 Brookside Dr

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