21 Brookside Dr, Middlebury, VT 05753
Property image
Property image
OFF MARKET

$468,100

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,032 sqft (on 0.40 acres)

21 Brookside Dr, Middlebury, VT 05753

Est. Refi. Payment $3,141/mo*
Refinance Your Home
Currently Off Market - Sold Oct 22, 2021 for $340,000

Home Value

Trulia Estimate
$468K
Since last month
Decreased$3K (-0.7%)
Since last year
$200 (0%)
Since last sale
Increased$129K (+37.9%)
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 +94% in the last 10 years
MonthEstimated value
2026
August 2026$469K
August 2026$468K
July 2026$472K
June 2026$491K
May 2026$483K
April 2026$481K
March 2026$478K
February 2026$464K
January 2026$458K
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
19 Brookside Drive, Middlebury, VT
0.02
Single-Family Home
$368,000
07/08/26
3
2
1,184
23 Brookside Drive, Middlebury, VT
0.02
Single-Family Home
$397,100
02/11/26
2
1.5
1,884
68 Court Street, Middlebury, VT
0.49
Single-Family Home
$390,000
04/09/26
4
2
1,652
88 Peterson Ter, Middlebury, VT
0.37
Single-Family Home
$350,000
07/06/26
3
2
1,248
110 Charles Avenue, Middlebury, VT
0.54
Single-Family Home
$375,000
03/18/26
4
2
1,520
7 High Street, Middlebury, VT
0.35
Single-Family Home
$578,000
10/02/25
2
2
1,516
5 Duane Court, Middlebury, VT
0.48
Single-Family Home
$320,000
02/12/26
3
1
864
110 Sarahs Way, Middlebury, VT
1.16
Single-Family Home
$440,000
07/08/26
4
2
2,032
17 Stonegate Drive, Middlebury, VT
1.04
Single-Family Home
$400,000
03/05/26
3
2.5
1,824
371 Weybridge Street, Middlebury, VT
0.98
Single-Family Home
$700,000
05/19/26
3
3
2,004

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
19 Brookside Drive, Middlebury, VT 05753
0.02
$368,000
3
2
1,184
Recently Sold
23 Brookside Drive, Middlebury, VT 05753
0.02
$397,100
2
1.5
1,884
Recently Sold
32 Twin Circles, Salisbury, VT 05753
0.13
$352,600
3
1.5
1,376
Off Market
35 Twin Circles #35, Middlebury, VT 05753
0.16
$344,000
2
1.5
1,432
Off Market
17 Twin Circle, Middlebury, VT 05753
0.18
$385,000
2
2.5
1,894
Recently Sold
26 Evergreen Lane #7B, Middlebury, VT 05753
0.18
$401,900
2
2
2,160
Off Market
7 East Road, Middlebury, VT 05753
0.16
$139,000
1
1
780
Recently Sold
7 Evergreen Lane, Middlebury, VT 05753
0.17
$262,500
2
1.5
1,440
Recently Sold
5 Evergreen Lane, Middlebury, VT 05753
0.17
$325,000
2
2
1,190
Recently Sold
1 Evergreen Lane, Middlebury, VT 05753
0.17
$385,500
2
2
2,040
Off Market
14 Brush Lane #8.1A, Middlebury, VT 05753
0.14
$480,000
2
2
1,434
Recently Sold
36 Brush Lane #8.3A, Middlebury, VT 05753
0.15
$480,000
2
2
1,434
Recently Sold

Local Information

  • Map ViewExplore the area around 21 Brookside Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1979
Lot Size
0.4 acres
Living Area
2,032 sqft
Price/Sqft
$230

About this House

4 Bedroom, 3 bath Cape in Highly sought after Buttolph Acres! This 2,000 square foot plus Cape has a terrific layout with a downstairs Den/Office with lots of light and a Family room with a beautiful Bay window and built in book shelves. Enjoy the wide board pine floor in the dining room and living room. Walk out the dining room to the large back deck for barbecues or to relax after a long day. Imagine raising you family here with all the conveniences that Middlebury has to offer! CUFSH
21 Brookside Dr, Middlebury, VT 05753 is a 4 bedroom, 3 bathroom, 2,032 sqft single-family home built in 1979. It last sold for $340,000 on Oct 22, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $468,100, with a rent estimate of $3,229/month.

Home Details for 21 Brookside Dr

Property Information

Year Built
Year Built: 1979
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 0.40 acres

Price and Tax history

DateEventPrice
Oct 22, 2021
Source: PrimeMLS #4869954
Sold
$340,000
Jul 10, 2021
Source: RE/MAX International #4869954
Pending
$349,900
Jul 2, 2021
Source: RE/MAX International #4869954
Listed For Sale
$349,900
Mar 23, 1990
Source: N/A
Sold
$112,000

Market trends in Middlebury

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
18
2MoM

Around this home

What Locals Say about Middlebury

At least 17 Trulia users voted on each feature.

  • 89 % Say car is needed

  • 76 % Say people would walk alone at night

  • 72 % Say yards are well-kept

  • 71 % Say it's dog friendly

  • 64 % Say there's wildlife

  • 61 % Say parking is easy

  • 60 % Say it's walkable to restaurants

  • 59 % Say there's holiday spirit

  • 54 % Say neighbors are friendly

  • 52 % Say it's quiet

  • 50 % Say it's walkable to grocery stores

  • 50 % Say they plan to stay for at least 5 years

  • 48 % Say there are sidewalks

  • 45 % Say there are community events

  • 39 % Say kids play outside

  • 27 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Jaimelshelfon
    "Great school district College town but not a party school Historically charm meets modern style and interests Easy and convenient public transportation for after school activities "
    1
    Flag
  • Drobinson
    "I’ve lived in this neighborhood for almost 30 years. Neighbors are friendly, but also respect privacy. Wooded area, but close to town center. "
    2
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 21 Brookside Dr

  • What is 21 Brookside Dr estimated to be worth?
    Trulia's estimated value for 21 Brookside Dr in Middlebury, VT is $468,100.
  • What is the price history for 21 Brookside Dr?
    21 Brookside Dr in Middlebury, VT last sold for $340,000 in October 2021.
  • Is Middlebury a buyer's or seller's market?
    Middlebury is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Middlebury?
    Residents describe Middlebury, VT as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Middlebury, VT.
  • How big is the lot at 21 Brookside Dr?
    The lot at 21 Brookside Dr in Middlebury, VT is about 0.40 acres (17,424 sq ft).

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