Windsor, VT Homes for Sale

Q: What are the most popular zip codes in Windsor, VT?

The most popular zip codes in Windsor, VT include 05089 , 05037 , 03781 , 03745 and 05151 .

/50
$1,399,000

$49K PRICE INCREASE
- 4 Beds
- 3.5 Baths
- 4,000 Sq Ft
145 the Plateau, Windsor, VT 05089

"The Plateau", originally part of the Kennedy Biscuit Co. (Nabisco) family estate, is nestled on a plateau at the end of a private road which greets you with open fields, mature trees, beautiful gardens, and a protected front-and-center view of Mt. Ascutney to the West and the Connecticut River to the East. This private peaceful setting includes an inground pool for those hot summer days, and two

Dan Noble Snyder Donegan Real Estate Group

145 the Plateau, Windsor, VT 05089
Explore Windsor
/36
$515,000

$20K PRICE DROP
- 6 Beds
- 4 Baths
- 4,933 Sq Ft
2 Pine St, Windsor, VT 05089

Come see and appreciate this recently rejuvenated and extraordinary home that includes 6 bedrooms and 4 bathrooms as well as a 2 car garage! Located just off the downtown village area, this unique property features historical charm and character with vintage woodwork, custom wood floors, high ceilings, spacious rooms and the nooks and crannies a classic home has to offer! Relax on the rear porch

Susan Bellville Bellville Realty

2 Pine St, Windsor, VT 05089
/13
$229,000
- 2 Beds
- 1 Bath
- 1,008 Sq Ft
15 National St, Windsor, VT 05089

Experience the rare opportunity to own a BRAND NEW home, located in the heart of Windsor. This home seamlessly blends efficiency with style, featuring a thoughtfully elevated foundation designed to sit securely out of the flood zone for total peace of mind. The interior offers open living on the first level, and generous sized bedrooms upstairs, maximizing all the available space. The exterior

Chelsea Bevis KW Vermont Woodstock

15 National St, Windsor, VT 05089
/60
$299,000
- 2 Beds
- 1 Bath
- 1,152 Sq Ft
466 Estey Ln, Windsor, VT 05089

Embrace the ultimate Vermont lifestyle with this 1950s ranch, perfectly situated on 6.8 sprawling acres of versatile land at 466 Esty Lane in Windsor. Combining nostalgic mid-century charm with extraordinary future potential, this property is an absolute dream for investors, developers, or anyone looking to build their ideal country homestead. The existing home offers 1,152 square feet of

Francis Duffy

466 Estey Ln, Windsor, VT 05089
/11
$87,826

New Construction
- 1 Bed
- 1 Bath
- 643 Sq Ft
23 Cubb Ct, Windsor, VT 05089

Welcome to 23 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 manufactured home offers 1 bedroom, 1 bathroom, and 643 sq. ft. (13'4"x48) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient

Kate Barry EXP Realty

23 Cubb Ct, Windsor, VT 05089
/10
$229,000
- 2 Beds
- 1 Bath
- 1,008 Sq Ft
29 National St, Windsor, VT 05089

Take a look at this rare chance to own a BRAND NEW home in the heart of Windsor. Built for efficiency, the house features a raised foundation to keep it out of the flood zone for extra peace of mind. The layout is practical and spacious, offering an open-concept first floor and large bedrooms upstairs.You are within walking distance to the Amtrak station and downtown, and our local Moover

Chelsea Bevis KW Vermont Woodstock

29 National St, Windsor, VT 05089
/26
$110,000

$9K PRICE DROP
- 1 Bed
- 1 Bath
- 240 Sq Ft
505 Back Mountain Rd Unit 14, Windsor, VT 05089

This beautifully crafted 2024 "Incredible Tiny Home" built by Amish Artisans, is ready for its next owner. Thoughtfully designed for efficiency and comfort, the home features a convenient kitchen, a spacious bathroom, and a loft sleeping area with stairs for easy access. A mini-split system provides both heating and cooling, ensuring year-round comfort. Step outside to enjoy the well-built

Jenna Luce RE/MAX Upper Valley

505 Back Mountain Rd Unit 14, Windsor, VT 05089
/38
$413,900

$10K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,888 Sq Ft
273 Route 5 N, Windsor, VT 05089

Motivated seller! Price drop! A rare piece of Vermont history, thoughtfully preserved for modern living. Dating to 1790, this distinguished brick and frame Colonial stands as a testament to early New England craftsmanship — and it's ready for its next chapter. Meticulously maintained over the centuries and updated where it counts, this two-story home offers the warmth of wide-plank hardwood and

Allison Griep BHHS Verani Upper Valley

273 Route 5 N, Windsor, VT 05089
/15
$96,232

New Construction
- 2 Beds
- 2 Baths
- 777 Sq Ft
108 Cubb Ct, Windsor, VT 05089

Welcome to 132 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

Kate Barry EXP Realty

108 Cubb Ct, Windsor, VT 05089
/16
$96,232

New Construction
- 2 Beds
- 2 Baths
- 777 Sq Ft
11 Cubb Ct, Windsor, VT 05089

Welcome to 11 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient

Kate Barry EXP Realty

11 Cubb Ct, Windsor, VT 05089

Vermont Windsor County Windsor

Why Live in Windsor

Windsor, Vermont, nestled by Mount Ascutney and the Connecticut River, is a historic township with a population of around 3,500. Known as the “birthplace of Vermont,” it boasts a rich history, including the signing of the Vermont Republic Constitution in 1777. The area offers a mix of outdoor recreation, shops, and restaurants in its small downtown. Outdoor enthusiasts can explore Paradise Park with its trails around Lake Runnemede, or enjoy activities at Mount Ascutney, which features a J-Bar lift, rope tow, and tubing run. Great River Outfitters provides canoe and kayak tours on the Connecticut River, and the Path of Life Sculpture Garden adds a unique touch. Windsor’s downtown area includes Artisans Park, home to Harpoon Brewery, Silo Distillery, and other local businesses. Windsor Station Restaurant and Barroom offers dining in a historic train depot setting. The Autumn Moon Festival and a year-round farmers market add to the community's vibrant atmosphere. Housing options range from historic homes dating back to the late 1700s to mid-20th-century Cape Cods and ranch-style homes, with expansive country lots available outside the town center. Windsor is safer than the national average, making it a practical choice for families and individuals alike. The town is well-connected with Interstate 91, U.S. Route 5, and daily Amtrak service. Nearby Claremont, New Hampshire, is about 10 miles away, and Burlington International Airport is approximately 100 miles from Windsor.

Learn more about living in Windsor

Frequently Asked Questions

What is the average home price in Windsor, VT?

Homes for sale in Windsor, VT have an average home price of $330,570.

Are home prices dropping in Windsor?

Yes, home prices in Windsor are down 22% in the last 12 months.

How many homes have sold over the last 12 months in Windsor, VT?

31 homes have sold in Windsor, VT over the last 12 months.

What is the average household income in Windsor, VT?

The average household income in Windsor, VT is $68K.

What are the most popular zip codes in Windsor, VT?

The most popular zip codes in Windsor, VT include 05089, 05037, 03781, 03745 and 05151.

How much do you need to make to afford a house in Windsor?

The median home price in Windsor is $289,000. If you put a 20% down payment of $57,800 and had a 30-year fixed mortgage with an interest rate of 6.47%, your estimated principal and interest payment would be $1,460 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $63K a year to afford the median home price in Windsor. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Windsor is $68K.

How are the schools in Windsor, VT?

Windsor, VT has highly rated public and private schools. Some of the best schools in Windsor based on Niche Grades are Hartland Elementary School, Weathersfield School and Cornish Elementary School. Browse all the schools in Windsor, VT to learn more.

Home Prices in Windsor, VT

The median home sale price in Windsor, VT is $271,000, down 3% year-over-year. Homes in Windsor sell in 82 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price $271,000	Median Single Family Sale Price $255,750
Median Townhouse Sale Price $399,500	Median 2 Bedroom Sale Price $229,000
Median 1 Bedroom Sale Price $139,000	Average Price Per Sq Ft $199
Number of Homes for Sale 6	Last 12 months Home Sales 31
Months of Supply 2.30	Median List Price $289,000
Median Change From 1st List Price 0%	Median Home Sale Price YoY Change -3%

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Windsor Types of Homes for Sale

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