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 301 E Main St estimated to be worth?

Trulia's estimated value for 301 E Main St in Middlebury, VT is $376,100 .

What is the price history for 301 E Main St?

301 E Main St in Middlebury, VT last sold for $163,500 in October 2004.

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 301 E Main St?

The lot at 301 E Main St in Middlebury, VT is about 3.6 acres .

OFF MARKET

$376,100

Trulia Estimate

Studio

301 E Main St, Middlebury, VT 05753

Est. Refi. Payment $2,513/mo*

Refinance Your Home

Currently Off Market - Sold Oct 18, 2004 for $163,500

Home Value

Trulia Estimate

$376K

Since last month

$6K (-1.5%)

Since last year

$9K (-2.4%)

Since last sale

$213K (+130%)

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 +103% in the last 10 years

Month	Estimated value
2026
August 2026	$376K
July 2026	$382K
June 2026	$379K
May 2026	$382K
April 2026	$367K
March 2026	$372K
February 2026	$355K
January 2026	$359K
2025
December 2025	$356K
November 2025	$355K
October 2025	$366K
September 2025	$374K
August 2025	$385K
July 2025	$390K
June 2025	$380K
May 2025	$382K
April 2025	$371K
March 2025	$370K
February 2025	$332K
January 2025	$309K
2024
December 2024	$331K
November 2024	$329K
October 2024	$322K
September 2024	$323K
August 2024	$371K
July 2024	$372K
June 2024	$329K
May 2024	$333K
April 2024	$320K
March 2024	$345K
February 2024	$341K
January 2024	$327K
2023
December 2023	$324K
November 2023	$331K
October 2023	$357K
September 2023	$360K
August 2023	$368K
July 2023	$357K
June 2023	$354K
May 2023	$279K
April 2023	$276K
March 2023	$269K
February 2023	$260K
January 2023	$259K
2022
December 2022	$265K
November 2022	$266K
October 2022	$274K
September 2022	$275K
August 2022	$273K
July 2022	$279K
June 2022	$281K
May 2022	$275K
April 2022	$268K
March 2022	$262K
February 2022	$257K
January 2022	$261K
2021
December 2021	$265K
November 2021	$270K
October 2021	$270K
September 2021	$270K
August 2021	$275K
July 2021	$284K
June 2021	$280K
May 2021	$268K
April 2021	$266K
March 2021	$256K
February 2021	$261K
January 2021	$189K
2020
December 2020	$205K
November 2020	$205K
October 2020	$205K
September 2020	$214K
August 2020	$196K
July 2020	$196K
June 2020	$189K
May 2020	$171K
April 2020	$163K
March 2020	$169K
February 2020	$174K
January 2020	$176K
2019
December 2019	$187K
November 2019	$188K
October 2019	$186K
September 2019	$190K
August 2019	$203K
July 2019	$202K
June 2019	$203K
May 2019	$202K
April 2019	$193K
March 2019	$195K
February 2019	$194K
January 2019	$197K
2018
December 2018	$189K
November 2018	$191K
October 2018	$191K
September 2018	$188K
August 2018	$187K
July 2018	$185K
June 2018	$185K
May 2018	$185K
April 2018	$187K
March 2018	$187K
February 2018	$190K
January 2018	$190K
2017
December 2017	$191K
November 2017	$188K
October 2017	$188K
September 2017	$188K
August 2017	$187K
July 2017	$185K
June 2017	$183K
May 2017	$185K
April 2017	$183K
March 2017	$184K
February 2017	$184K
January 2017	$184K
2016
December 2016	$185K
November 2016	$185K
October 2016	$186K
September 2016	$186K
August 2016	$185K

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
804 Case St, Middlebury, VT	0.73	Single-Family Home	$248,984	06/25/26		-	-
46 Ossie Road, Middlebury, VT	0.44	Single-Family Home	$408,000	03/26/26	3	2.5	1,694
82 Ossie Road, Middlebury, VT	0.61	Single-Family Home	$280,000	03/18/26	3	1.5	1,330
29 Kings Row, Middlebury, VT	0.75	Single-Family Home	$676,767	08/10/26	5	4.5	4,840
30 Mountain View Lane, Middlebury, VT	0.65	Single-Family Home	$491,000	01/22/26	4	3	1,760
86 Ossie Road, Middlebury, VT	0.62	Single-Family Home	$410,000	02/11/26	3	2	1,673
385 East Main Street, Middlebury, VT	0.66	Single-Family Home	$399,000	10/02/25	2	2	1,206
1 Dutton Ln, Middlebury, VT	0.65	Single-Family Home	$50,000	02/09/26		-	-
2 Case St, Middlebury, VT	0.53	Single-Family Home	$1,489	04/06/26		-	-
427 E Main Street, Middlebury, VT	1.01	Single-Family Home	$432,000	12/23/25	5	2	2,963

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
2801 Route 7 South, Middlebury, VT 05753	0.18	$499,000	3	2	1,976	For Sale
35 Ossie Road, Middlebury, VT 05753	0.35	$479,000	3	1.5	2,213	For Sale
3318 US Route 7, Middlebury, VT 05753	0.39	$382,700	5	3	2,788	Off Market
45 Ossie Road, Middlebury, VT 05753	0.40	$431,600	3	2	2,185	Off Market
2 Wilmar Street #8, Middlebury, VT 05753	0.42	$130,000	-	-	-	For Sale
4 Wilmar Road #7, Middlebury, VT 05753	0.42	$130,000	-	-	-	For Sale
46 Ossie Road, Middlebury, VT 05753	0.44	$408,000	3	2.5	1,694	Recently Sold
51 Ossie Road, Middlebury, VT 05753	0.45	$225,000	Studio	-	2,088	For Sale
55 Ossie Road, Middlebury, VT 05753	0.47	$250,500	2	2	1,068	Off Market
54 Ossie Road, Middlebury, VT 05753	0.48	$403,900	3	2	1,468	Off Market
5 Case Street, Middlebury, VT 05753	0.48	$344,900	3	1	1,144	Off Market
10 Case Street, Middlebury, VT 05753	0.50	$410,000	3	2	1,455	For Sale

Local Information

Map ViewExplore the area around 301 E Main St.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Lot Size

3.58 acres

About this House

This single-family home is located at 301 E Main St, Middlebury, VT. 301 E Main St is in Middlebury, VT and in ZIP code 05753. This property has a lot size of 3.58 acres.

301 E Main St, Middlebury, VT 05753 is a studio single-family home. It last sold for $163,500 on Oct 18, 2004. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $376,100, with a rent estimate of $3,189/month.

Home Details for 301 E Main St

Property Information
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 3.58 acres

Price and Tax history

Date	Event	Price
Oct 18, 2004 Source: N/A	Sold	$163,500
Jul 19, 2001 Source: N/A	Sold	$120,000

Year	Property tax	Tax assessment
2024	Unavailable	$209,300

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 301 E Main St

What is 301 E Main St estimated to be worth?
Trulia's estimated value for 301 E Main St in Middlebury, VT is $376,100.
What is the price history for 301 E Main St?
301 E Main St in Middlebury, VT last sold for $163,500 in October 2004.
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 301 E Main St?
The lot at 301 E Main St in Middlebury, VT is about 3.6 acres.