Is a car needed in Middlebury, VT?

As of early 2026, 89% of users say car is needed

Would people walk alone at night in Middlebury, VT?

As of early 2026, 76% of users say people would walk alone at night

Are yards well-kept in Middlebury, VT?

As of early 2026, 72% of users say yards are well-kept

Is Middlebury, VT dog-friendly?

As of early 2026, 71% of users say it's dog friendly

Is there wildlife in Middlebury, VT?

As of early 2026, 64% of users say there's wildlife

Is parking easy in Middlebury, VT?

As of early 2026, 61% of users say parking is easy

Is Middlebury, VT walkable to restaurants?

As of early 2026, 60% of users say it's walkable to restaurants

Does Middlebury, VT show holiday spirit?

As of early 2026, 59% of users say there's holiday spirit

Are neighbors friendly in Middlebury, VT?

As of early 2026, 54% of users say neighbors are friendly

Is Middlebury, VT quiet?

As of early 2026, 52% of users say it's quiet

Is Middlebury, VT walkable to grocery stores?

As of early 2026, 50% of users say it's walkable to grocery stores

Do residents of Middlebury, VT plan to stay at least 5 years?

As of early 2026, 50% of users say they plan to stay for at least 5 years

Does Middlebury, VT have sidewalks?

As of early 2026, 48% of users say there are sidewalks

Are there community events in Middlebury, VT?

As of early 2026, 45% of users say there are community events

Do kids play outside in Middlebury, VT?

As of early 2026, 39% of users say kids play outside

Are the streets well-lit in Middlebury, VT?

As of early 2026, 27% of users say streets are well-lit

What is 3 Overbrook Dr estimated to be worth?

Trulia's estimated value for 3 Overbrook Dr in Middlebury, VT is $311,000 .

What is the price history for 3 Overbrook Dr?

3 Overbrook Dr in Middlebury, VT last sold for $159,240 in February 2018.

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 .

OFF MARKET

$311,000

Trulia Estimate

Studio

3 Overbrook Dr, Middlebury, VT 05753

Est. Refi. Payment $2,112/mo*

Refinance Your Home

Currently Off Market - Sold Feb 2, 2018 for $159,240

Home Value

Trulia Estimate

$311K

Since last month

$500 (-0.2%)

Since last year

$2K (+0.5%)

Since last sale

$152K (+95.3%)

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 +90% in the last 10 years

Month	Estimated value
2026
August 2026	$311K
August 2026	$310K
July 2026	$312K
June 2026	$316K
May 2026	$305K
April 2026	$303K
March 2026	$309K
February 2026	$290K
January 2026	$301K
2025
December 2025	$299K
November 2025	$305K
October 2025	$307K
September 2025	$309K
August 2025	$310K
July 2025	$313K
June 2025	$314K
May 2025	$324K
April 2025	$309K
March 2025	$305K
February 2025	$294K
January 2025	$305K
2024
December 2024	$299K
November 2024	$317K
October 2024	$318K
September 2024	$316K
August 2024	$300K
July 2024	$320K
June 2024	$315K
May 2024	$313K
April 2024	$312K
March 2024	$300K
February 2024	$296K
January 2024	$289K
2023
December 2023	$283K
November 2023	$291K
October 2023	$299K
September 2023	$295K
August 2023	$298K
July 2023	$296K
June 2023	$287K
May 2023	$270K
April 2023	$268K
March 2023	$266K
February 2023	$261K
January 2023	$260K
2022
December 2022	$258K
November 2022	$260K
October 2022	$262K
September 2022	$260K
August 2022	$259K
July 2022	$260K
June 2022	$258K
May 2022	$253K
April 2022	$249K
March 2022	$247K
February 2022	$246K
January 2022	$244K
2021
December 2021	$243K
November 2021	$241K
October 2021	$239K
September 2021	$239K
August 2021	$237K
July 2021	$238K
June 2021	$234K
May 2021	$225K
April 2021	$219K
March 2021	$197K
February 2021	$190K
January 2021	$180K
2020
December 2020	$179K
November 2020	$178K
October 2020	$175K
September 2020	$175K
August 2020	$174K
July 2020	$177K
June 2020	$176K
May 2020	$175K
April 2020	$173K
March 2020	$172K
February 2020	$172K
January 2020	$173K
2019
December 2019	$173K
November 2019	$172K
October 2019	$171K
September 2019	$171K
August 2019	$170K
July 2019	$169K
June 2019	$168K
May 2019	$168K
April 2019	$167K
March 2019	$166K
February 2019	$165K
January 2019	$164K
2018
December 2018	$163K
November 2018	$163K
October 2018	$162K
September 2018	$161K
August 2018	$162K
July 2018	$161K
June 2018	$161K
May 2018	$161K
April 2018	$161K
March 2018	$160K
February 2018	$160K
January 2018	$186K
2017
December 2017	$176K
November 2017	$174K
October 2017	$178K
September 2017	$176K
August 2017	$169K
July 2017	$179K
June 2017	$174K
May 2017	$180K
April 2017	$177K
March 2017	$173K
February 2017	$169K
January 2017	$170K
2016
December 2016	$165K
November 2016	$169K
October 2016	$164K
September 2016	$164K

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
22 Overbrook Dr, Middlebury, VT	0.04	Condo	$259,000	05/05/26	2	1	1,616
102 Court St #B, Middlebury, VT	0.25	Condo	$150,000	11/17/25		-	-
1 Overbrook Drive, Middlebury, VT	0.02	Condo	$379,000	09/30/25	2	1	1,008
12 Evergreen Ln, Middlebury, VT	0.47	Condo	$230,500	01/27/26		-	-
17 Twin Circle, Middlebury, VT	0.34	Condo	$385,000	05/13/26	2	2.5	1,894
5 Park St #4, Middlebury, VT	0.59	Condo	$170,000	11/10/25		-	-
5 Park St #1, Middlebury, VT	0.59	Condo	$148,000	05/11/26		-	-
31 Evergreen Lane, Middlebury, VT	0.45	Condo	$340,000	08/18/26	2	2	1,397
9 Evergreen Ln, Middlebury, VT	0.48	Condo	$350,000	06/04/26		-	-
14 Brush Lane #8.1A, Middlebury, VT	0.54	Condo	$480,000	02/19/26	2	2	1,434

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
13 Overbrook Drive, Middlebury, VT 05753	0.03	$395,700	3	2	1,812	Off Market
12 Overbrook Drive, Middlebury, VT 05753	0.03	$424,400	3	2	1,875	Off Market
18 Overbrook Drive, Middlebury, VT 05753	0.01	$384,700	2	1	1,829	Off Market
1 Overbrook Drive, Middlebury, VT 05753	0.02	$395,200	2	1	1,008	Off Market
19 Overbrook Drive #19, Middlebury, VT 05753	0.03	$392,200	2	1	1,008	Off Market
26 Overbrook Drive, Middlebury, VT 05753	0.05	$363,800	2	1	1,016	Off Market
68 Court Street, Middlebury, VT 05753	0.15	$390,000	4	2	1,652	Recently Sold
74 Court Street, Middlebury, VT 05753	0.15	$549,400	6	4	2,540	Off Market
62 Court Street, Middlebury, VT 05753	0.16	$438,500	3	1	2,352	Off Market
89 Court Street, Middlebury, VT 05753	0.15	$280,000	4	2	1,344	For Sale
110 Charles Avenue, Middlebury, VT 05753	0.17	$375,000	4	2	1,520	Recently Sold
54 Court Street, Middlebury, VT 05753	0.20	$390,000	3	2	1,872	Recently Sold

Local Information

Map ViewExplore the area around 3 Overbrook Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Condo

About this House

This condo is located at 3 Overbrook Dr, Middlebury, VT. 3 Overbrook Dr is in Middlebury, VT and in ZIP code 05753.

3 Overbrook Dr, Middlebury, VT 05753 is a studio condo. It last sold for $159,240 on Feb 2, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $311,000, with a rent estimate of $2,555/month.

Home Details for 3 Overbrook Dr

Property Information
Property Type / Style Property Type: Condo

Price and Tax history

Date	Event	Price
Feb 2, 2018 Source: N/A	Sold	$159,240
Mar 15, 2002 Source: N/A	Sold	$103,000
Jun 21, 1991 Source: N/A	Sold	$29,686

Year	Property tax	Tax assessment
2024	Unavailable	$186,500

Additional Cost

Market trends in Middlebury

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

Around this home

Mary Hogan School
PK-5
Public
484 Students
Addison Central Unified School District
8/10
GreatSchools Rating
Parent Rating Average
Excellent parent communication, small class sizes and plentiful access to educators beyond the core subjects make Mary Hogan an amazing school!
Parent Review
4y ago
2 Reviews

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 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
Resident
2y ago
"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
Resident
8y ago
"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 3 Overbrook Dr

What is 3 Overbrook Dr estimated to be worth?
Trulia's estimated value for 3 Overbrook Dr in Middlebury, VT is $311,000.
What is the price history for 3 Overbrook Dr?
3 Overbrook Dr in Middlebury, VT last sold for $159,240 in February 2018.
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.