20 Main St, Windsor, VT 05089
Property image
Property image
OFF MARKET

$654,000

Trulia Estimate
as of Sep 5, 2026
  • 4 Beds
  • 3 Baths
  • 4,000 sqft

20 Main St, Windsor, VT 05089

Home Highlights

Apartment
4,000 sqft
$164/sqft

Local Information

  • Map ViewExplore the area around 20 Main St.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Discover this spacious brick home perfectly situated beside the scenic Lake Runnemede, surrounded by beautiful walking and biking trails. Enjoy a blend of charm, comfort, and convenience with heat and hot water includeda rare find!

Inside, you'll find a modern kitchen with stainless steel appliances and an eat-in island, plus generous living areas that offer flexibility for a formal dining room, home office, or additional lounge space.

The home features a welcoming entryway with a half bath on the main level and a screened-in porch, perfect for enjoying relaxing evenings. Upstairs, you'll find four spacious bedrooms, including one that connects to a laundry room with a built-in wall of closets. There are multiple bathrooms, one offering a convenient tub/shower combo, and an unheated bonus room on the third floor that's ideal for storage or a creative workspace. Outside, the property offers a large yard with beautiful views, providing plenty of space to unwind and enjoy the surroundings.

Conveniently located within walking distance of local shops and restaurants, this home offers the best of small-town living with plenty of space to spread out.

Requirements:

First month's rent and security deposit due at move-in
Positive landlord and employment references required
No pets / No smoking
Additional admin and technology fees may apply
20 Main St, Windsor, VT 05089 is a 4 bedroom, 3 bathroom, 4,000 sqft apartment. It last sold for $300,000 on Mar 29, 2013 (10,426% above the $2,850 asking price). More recently, it was listed as a rental in July 2025 with an asking price of $3,200 per month. That rental listing was removed on November 24, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $654,000, with a rent estimate of $3,941/month.

Home Details for 20 Main St

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: Contact For DetailsAvailable: now

Interior Features

Appliances & Utilities
DishwasherRefrigerator

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Comparable Sales for 20 Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
195 Main St, Windsor, VT
0.65
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$3,941/mo
Average rent
$1.6K
$100MoM
Available listings
11
View rental market trends in Windsor, VT

Around this home

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."
    0
    Flag

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Price and Tax history

DateEventPrice
Nov 24, 2025
Source: Zillow Rentals
ListingRemoved
$2,850
Nov 12, 2025
Source: Zillow Rentals
PriceChange
$2,850
Price decreased by 5%
Oct 23, 2025
Source: Zillow Rentals
PriceChange
$2,995
Price decreased by 6%
Jul 25, 2025
Source: Zillow Rentals
Listed For Rent
$3,200
Mar 29, 2013
Source: N/A
Sold
$300,000

Frequently asked questions about 20 Main St

  • What is 20 Main St estimated to be worth?
    Trulia's estimated value for 20 Main St in Windsor, VT is $654,000.
  • What is the price history for 20 Main St?
    20 Main St in Windsor, VT last sold for $300,000 in March 2013.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Windsor?
    Residents describe Windsor, VT as dog-friendly, well-kept, and walkable to grocery stores. See recently sold homes in Windsor, VT.
  • Does 20 Main St have parking?
    Yes, 20 Main St in Windsor, VT has on-site parking.

Homes for rent near 20 Main St

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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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