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

1 Brookside Dr
Middlebury, CT 06762

  • 3 Beds
  • 3 Baths
  • 3,731 sqft (on 0.25 acres)

$627,100

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $4,342/mo*
Refinance Your Home

$627,100

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $4,342/mo*
Refinance Your Home
3 Beds
3 Baths
3,731 sqft
(on 0.25 acres)

Local Information

  • Map ViewExplore the area around 1 Brookside Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

FRESHLY PAINTED THROUGHOUT, this Dramatic, Tri-Level Home is situated in a Friendly Subdivision just minutes from I-84 Exit 16, for an Easy Commute. Bright & Cheerful, this Open Concept Home features a First Floor Master Suite with a Spacious Master Bath with Whirlpool and Separate Shower and a Large, Walk-In Closet. Hardwood Floors are featured throughout Main and Upper levels. The Two-Story Great Room is accented by Abundant Windows, a Gas Fireplace and Opens to Deck overlooking the Grounds. The Eat-In Kitchen is complete with Stainless Appliances & Pantry. Second Level offers Two Bedrooms, Loft and Full Bath. Bonus, Walkout Lower Level with Family Room features Two Additional Rooms for 4th Bedroom & Office or Gym, Laundry & Half Bath. Central Air, Two Car Garage & New Hot Water Heater If you are looking for Real Value then This is It
1 Brookside Dr, Middlebury, CT 06762 is a 3 bedroom, 4 bathroom, 3,731 sqft single-family home built in 2003. It last sold for $380,000 on Sep 30, 2020. It is currently off market. The Trulia Estimate is $627,100, with a rent estimate of $4,306/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 1 Brookside Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Other
Interior Details
Number of Rooms: 10Types of Rooms: Laundry Room
Appliances & Utilities
DryerRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2003Year Updated: 2003
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 10890 sqft

Price History for 1 Brookside Dr

DatePriceEventSource
09/30/2020$380,000Sold
Smart MLS #170327771
07/09/2020$389,900PendingAgent Provided
06/29/2020$389,900PriceChange
Agent Provided
06/15/2020$399,000PendingToActiveAgent Provided
06/03/2020$399,000PendingAgent Provided
01/17/2020$399,000Listed For SaleAgent Provided
12/09/2019$389,000ListingRemovedAgent Provided
11/05/2019$389,000Listed For SaleAgent Provided
07/30/2018$399,000ListingRemovedAgent Provided
02/07/2018$399,000Listed For SaleAgent Provided
10/28/2016$399,000ListingRemovedAgent Provided
09/19/2016$399,000PriceChange
Agent Provided
07/27/2016$419,000Listed For SaleAgent Provided
08/25/2006$501,375Sold
Smart MLS #W1032723
07/14/2004$408,000Sold
N/A

Market trends in Middlebury

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
23
9MoM
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Property Tax and Assessment

Year2025
Tax$9,662
Assessment$297,100
Home facts updated by county records

Comparable Sales for 1 Brookside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
39 Independence Cir, Middlebury, CT
0.40
Single-Family Home
$600,000
11/26/25
4
3
3,682
6 Pommel Lane #6, Middlebury, CT
0.19
Single-Family Home
$525,000
10/16/25
2
2.5
1,917
1 Hampshire Court, Middlebury, CT
0.66
Single-Family Home
$800,000
12/16/25
4
3.5
3,711
2 Deer Run Road, Middlebury, CT
0.74
Single-Family Home
$709,900
02/27/26
3
2.5
2,190
3 Hunting Ridge Road, Middlebury, CT
0.68
Single-Family Home
$620,000
03/30/26
3
2.5
1,722
34 Avalon Drive, Middlebury, CT
0.88
Single-Family Home
$750,000
07/23/25
3
3.5
3,374
11 Hunting Ridge Road, Middlebury, CT
0.68
Single-Family Home
$820,000
12/18/25
4
2.5
2,700
17 Deer Run Road, Middlebury, CT
0.71
Single-Family Home
$740,000
08/06/25
4
2.5
2,466
13 Caveson Court #13, Middlebury, CT
0.39
Single-Family Home
$530,000
03/24/26
2
2
2,011
305 Washington Dr, Middlebury, CT
0.84
Single-Family Home
$315,000
05/22/26
3
3
1,752

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Assigned Schools

These are the assigned schools for 1 Brookside Dr.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
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  • darrenwittko
    "With excellent schools and beautiful parks, Middlebury is the perfect family community. Close to I-84, it's great for commuters too."
    0
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  • 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
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  • 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."
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  • 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
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  • 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
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Apartments for Rent

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Homes for sale near 1 Brookside Dr

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Off Market Homes Near 1 Brookside Dr

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