10 Brookside Dr, Middlebury, CT 06762
OFF MARKET

10 Brookside Dr
Middlebury, CT 06762

  • 3 Beds
  • 3 Baths
  • 2,554 sqft (on 1 acre)

$644,900

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $4,450/mo*
Refinance Your Home

$644,900

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $4,450/mo*
Refinance Your Home
3 Beds
3 Baths
2,554 sqft
(on 1 acre)

Local Information

  • Map ViewExplore the area around 10 Brookside Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Wonderful single family home for rent in the beautiful Brookside neighborhood in Middlebury! Great location with lovely tree lined streets, but still close to I-84. Arts & Crafts style home with an attached 2 car garage and a deck in the back. Inside this home has a very open floor plan with a large kitchen complete with an island, that opens to a breakfast area and family great room that opens up to upstairs. A formal living area, dining room and half bath are also on the main floor. Upstairs is a large Master Bedroom with 2 walk in closets and an adjoining master bath. Two more bedrooms, a full bathroom and laundry room complete the upstairs. The owners are providing a washer and dryer for tenants use. This home has central air and natural gas heat. There is a homeowners association in this development, and tenants must agree to abide by the HOA rules, but owners will be paying the monthly HOA fee and having the grass cut! Perfect versatile floor plan in a fantastic neighborhood. Copy of HOA bylaws and rules will be provided to tenants. Tenants must sign addendum agreeing to comply with, and abide by, all HOA rules and bylaws. Failure to follow HOA rules will result in HOA fines or fees that will be the responsibility of tenants to pay.
10 Brookside Dr, Middlebury, CT 06762 is a 3 bedroom, 3 bathroom, 2,554 sqft single-family home built in 2004. It last sold for $3,300 on Nov 28, 2020. More recently, it was listed as a rental in October 2020 with an asking price of $2,850 per month. That rental listing was removed on November 30, 2020. It is currently off market. The Trulia Estimate is $644,900, with a rent estimate of $3,868/month.

Home Highlights

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

Home Details for 10 Brookside Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Parking & Garage
GarageParking Spaces: 2Parking: 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: 1 acre

Price History for 10 Brookside Dr

DatePriceEventSource
11/30/2020$2,850ListingRemovedAgent Provided
11/28/2020$3,300Sold
BHHS NE Properties sold #170347837_06762
10/17/2020$2,850Listed For RentAgent Provided
10/15/2004$444,190Sold
Smart MLS #N208364

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$10,325
Assessment$317,500
Home facts updated by county records

Comparable Sales for 10 Brookside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2 Deer Run Road, Middlebury, CT
0.82
Single-Family Home
$709,900
02/27/26
3
2.5
2,190
39 Independence Cir, Middlebury, CT
0.43
Single-Family Home
$600,000
11/26/25
4
3
3,682
3 Hunting Ridge Road, Middlebury, CT
0.75
Single-Family Home
$620,000
03/30/26
3
2.5
1,722
11 Hunting Ridge Road, Middlebury, CT
0.75
Single-Family Home
$820,000
12/18/25
4
2.5
2,700
17 Deer Run Road, Middlebury, CT
0.78
Single-Family Home
$740,000
08/06/25
4
2.5
2,466
1 Hampshire Court, Middlebury, CT
0.59
Single-Family Home
$800,000
12/16/25
4
3.5
3,711
305 Washington Dr, Middlebury, CT
0.94
Single-Family Home
$315,000
05/22/26
3
3
1,752
34 Avalon Drive, Middlebury, CT
0.84
Single-Family Home
$750,000
07/23/25
3
3.5
3,374
6 Pommel Lane #6, Middlebury, CT
0.30
Single-Family Home
$525,000
10/16/25
2
2.5
1,917
428 Benson Road, Middlebury, CT
0.86
Single-Family Home
$66,261
03/12/26
5
4
3,106

Nearby homes

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Assigned Schools

These are the assigned schools for 10 Brookside Dr.
View nearby schools on GreatSchools
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
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  • 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."
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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."
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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,"
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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."
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Apartments for Rent

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Homes for sale near 10 Brookside Dr

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Off Market Homes Near 10 Brookside Dr

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