108 Main St #2, Windsor, VT 05089
Property image
Property image
OFF MARKET
  • 3 Beds
  • 1 Bath
  • 1,050 sqft
  • 3 Beds
  • 1 Bath
  • 1,050 sqft

108 Main St #2, Windsor, VT 05089

Home Highlights

Property Type
Apartment
Year Built
1804
Living Area
1,050 sqft

Local Information

  • Map ViewExplore the area around 108 Main St #2.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

NEWLY RENOVATED 3 bed/1 bath in Windsor, Vermont. Heat and water included.

NEWLY INSULATED/WEATHERIZED
NEWLY REFINISHED HARDWOOD FLOORS
NEW WATER HEATER
NEW WATER FIXTURES
NEW ELECTRICAL FIXTURES
NEWLY PAINTED
ABUNDANT STORAGE SPACE

RIGHT ON MAIN STREET
3 minute walk to AMTRAK train station
Walk to shops, food, and town services
Short drive to I-91

NEAR MAJOR EMPLOYERS:
Mt. Ascutney Hospital
Simon Pearce
Harpoon Brewery
Blake Hill Preserves
American Crafted Spirits
Dartmouth Health
Dartmouth College
Hypertherm
CRREL
Kimball Union Academy
Many other Upper Valley jobs

GREAT WINDSOR APARTMENTMAIN STREET LOCATION!

"The Old Apothecary" building is a historic landmark. Thomas Jefferson was President when this was built. Now it's a modern apartment in the center of Windsor, VT.

Live in the heart of Windsor, VT at 108 Main Street.

This is a great spot if you want to be close to town, work, shops, food, and outdoor fun.

This is a smart place to live if you want small-town comfort with jobs, travel, and outdoor fun nearby.

DON'T MISS THIS MAIN STREET APARTMENT!

Reply with your name, phone number, move-in date, and a little about who will be living there.
108 Main St #2, Windsor, VT 05089 is a 3 bedroom, 1 bathroom, 1,050 sqft apartment built in 1804. More recently, it was listed as a rental in May 2026 with an asking price of $1,855 per month. That rental listing was removed on May 29, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $1,881/month.

Home Details for 108 Main St #2

Property Information

Year Built
Year Built: 1804
Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
Refrigerator

Additional Information

Smoke Free

Comparable Sales for 108 Main St #2

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.32
Apartment
$185,000
05/07/26
-
-
Home facts updated by county records

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Rental Market Trends in Windsor

Last updated Sep 2026
Trulia Rent Estimate$1,881/mo
Average rent
$1.7K
$205
MoM
Available listings
11
View rental market trends in Windsor, VT

What Locals Say about Windsor

At least 10 Trulia users voted on each feature.
  • 100 % Say it's dog friendly

  • 92 % Say yards are well-kept

  • 91 % Say it's walkable to grocery stores

  • 83 % Say car is needed

  • 80 % Say it's walkable to restaurants

  • 69 % Say people would walk alone at night

  • 64 % Say there's holiday spirit

  • 64 % Say kids play outside

  • 64 % Say there are sidewalks

  • 64 % Say streets are well-lit

  • 60 % Say there's wildlife

  • 60 % Say parking is easy

  • 58 % Say it's quiet

  • 52 % Say neighbors are friendly

  • 36 % Say they plan to stay for at least 5 years

  • 20 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Brianna W.
    "It’s small but fun. It’s got a local salon, pizza chef, and a hospital, fire/police department, and a school all within a mile of each other."

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
May 29, 2026
Source: Zillow Rentals
ListingRemoved
$1,855
May 18, 2026
Source: Zillow Rentals
Listed For Rent
$1,855

Homes for rent near 108 Main St #2

Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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