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 the price history for Upper Plains Road?

Upper Plains Road in Middlebury, VT last sold for $130,000 in March 2026.

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 .

What are the closest schools to Upper Plains Road?

The closest schools to Upper Plains Road in Middlebury, VT are Mary Hogan School (Pre-K/Elementary, rated 8/10), Middlebury Senior Uhsd #3 (High, rated 9/10), Middlebury Union Middle School (rated 6/10).

SOLD

MAR 6, 2026

Listed by Robert A Fields, Vermont Forest and Field, Inc., (802) 287-2049 . Bought with Vermont Forest and Field, Inc.

$130,000

Last sold price

Upper Plains Road, Middlebury, VT 05753

Est. Refi. Payment $954/mo*

Refinance Your Home

Currently Off Market - Sold Mar 6, 2026 for $130,000 (11% below list price)

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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	Bath	Sqft
Lot 1C Daisy Lane Lot 1C, Middlebury, VT	1.00	Lot/Land	$115,000	04/07/26	-	-
17 Chamberlain Drive, Salisbury, VT	1.07	Lot/Land	$78,000	05/13/26	-	-
634 Lincoln Road, Ripton, VT	2.31	Lot/Land	$255,000	08/03/26	-	-
00 Fire Brook Road, Ripton, VT	3.55	Lot/Land	$175,000	04/30/26	-	-
TBD Holman Road, Salisbury, VT	3.68	Lot/Land	$170,000	11/03/25	-	-
LOT 4 Lincoln Road, Ripton, VT	4.92	Lot/Land	$173,000	04/03/26	-	-
376 South Ridge Drive #31, Middlebury, VT	4.44	Lot/Land	$199,000	08/17/26	-	-

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
2707 Upper Plains Road, Salisbury, VT 05769	0.53	$249,000	2	2	1,120	Recently Sold
44 Lower Plains Road, Middlebury, VT 05753	0.91	$372,500	6	3	2,415	Recently Sold
42 Lower Plains Road, Middlebury, VT 05753	0.93	$320,000	4	2.5	1,875	Recently Sold
25 Lower Plains Road, Middlebury, VT 05753	0.94	$354,600	3	1	1,248	Off Market
466 East Main Street, Middlebury, VT 05753	0.95	$699,000	4	2	2,684	For Sale
Lot 1C Daisy Lane Lot 1C, Middlebury, VT 05753	1.00	$115,000	-	-	-	Recently Sold
229 Daisy Lane, Middlebury, VT 05740	1.02	$485,100	3	2.5	1,655	Off Market
TBD Lower Plains Road #3, Salisbury, VT 05769	1.07	-	-	-	-	Off Market
17 Chamberlain Drive, Salisbury, VT 05769	1.07	$78,000	-	-	-	Recently Sold
2122 Upper Plains Road, Salisbury, VT 05769	1.12	$596,200	5	3	2,816	Off Market
458 East Main Street, Middlebury, VT 05753	1.17	$500,000	5	3.5	3,116	Recently Sold

Local Information

Map ViewExplore the area around Upper Plains Road.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Lot/Land

60.8 acre lot

About this House

What's unique:Secluded woodlotOld existing trailsQuality timber resource

Quiet, secluded woodlot minutes from Middlebury, Lake Dunmore, & skiing with excellent potential for camp and recreational opportunities. This property is located off of Upper Plains Road in Middlebury on the Middlebury/Salisbury town line and is accessed by a surveyed right of way . The property has a quality timber resource along with old existing trails originating from past forest management activities. The property is enrolled in the Vermont Use Value Appraisal Program, which significantly reduces annual property taxes. Deer, bear, turkey, and moose are occasional residents on the property along with a multitude of non-game species! A genuine Vermont get -a-way!

Upper Plains Road, Middlebury, VT 05753 is a lot/land. It last sold for $130,000 on Mar 6, 2026 (11% below the $146,000 asking price). This property is not currently displayed as for sale or rent on Trulia.

Home Details for Upper Plains Road

Active Status
MLS Status: Closed

Interior Features
Appliances & Utilities Utilities: None, Sewer Not Available, No Internet
Gas & Electric Electric: At Street
View No View

Exterior Features
Frontage Road Frontage: None, Shared, EasementResponsible for Road Maintenance: Private Maintained Road
Water & Sewer Sewer: On-Site Septic Needed

Property Information
Property Type / Style Property Type: LandProperty Subtype: Unimproved Land

Price & Status
Price List Price: $146,000

Location
Direction & Address City: Middlebury

Lot Information
Lot Area: 60.8 Acres

Miscellaneous
Mls Number: 5053030

Price and Tax history

Date	Event	Price
Mar 6, 2026 Source: PrimeMLS #5053030	Sold	$130,000
Jul 23, 2025 Source: PrimeMLS #5053030	Listed For Sale	$146,000

Additional Cost

Market trends in Middlebury

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

3MoM

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

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 2026-09-22 12:18:19 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

Frequently asked questions about Upper Plains Road

What is the price history for Upper Plains Road?
Upper Plains Road in Middlebury, VT last sold for $130,000 in March 2026.
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.
What are the closest schools to Upper Plains Road?
The closest schools to Upper Plains Road in Middlebury, VT are Mary Hogan School (Pre-K/Elementary, rated 8/10), Middlebury Senior Uhsd #3 (High, rated 9/10), Middlebury Union Middle School (rated 6/10).