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Windham Homes for Sale

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  • /60

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,416 Sq Ft

    756 Birch Hill Rd, West Townshend, VT 05359

    Tucked into the peaceful woods of Windham, Vermont, this cherished Timber Ridge residence offers a rare opportunity to own a piece of true Vermont legacy. Custom built and lovingly held by the same family across three generations, this home is filled with decades of storied memories, seasonal celebrations, and effortless mountain living.Set on a picturesque one acre wooded parcel, the home’s

    Agent Photo

    Alison Cummings

    Cummings & Co

    756 Birch Hill Rd, West Townshend, VT 05359
  • /31

    $225,000

    $34K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    51 Golding Rd, Windham, VT 05359

    This tidy log home is located 30 minutes or less from 5 ski areas! From Windham there are many directions to choose with activities like hiking and biking right out the door and restaurants, shops and recreation within a short drive. On a quiet dead end dirt road in the heart of Windham, this cute Vermont log home offers the kind of peace and privacy that is getting harder to find. Set in the

    Agent Photo

    Alison Cummings

    Cummings & Co

    51 Golding Rd, Windham, VT 05359
  • /51

    $799,000

    • 4 Beds
    • 5 Baths
    • 3,992 Sq Ft

    1035 Vermont 121, Windham, VT 05359

    Set on 17 private acres off Route 121, this Windham property delivers the space, flexibility, and access buyers are looking for in Southern Vermont. The open-concept main level is anchored by a grand living room with cathedral ceilings, hardwood floors, and a gas fireplace, flowing easily into a generous dining area designed to host large gatherings and a well-equipped kitchen with coffee bar. A

    Jamie Wylie Stratton Real Estate

    1035 Vermont 121, Windham, VT 05359
  • /60

    $549,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 850 Sq Ft

    794 White Rd, Windham, VT 05359

    Enjoy the best of Vermont living in this thoughtfully renovated home on a paved country road in Windham. Renovated down to the studs, this property offers upgrades inside and out new standing seam roof, new siding, new windows, full-house generator, new central air and heating systems, plus new electrical and plumbing systems upgraded to 200 amps. The home is insulated with rockwool and foam

    Erica Reynolds Southern Vermont Realty Group

    794 White Rd, Windham, VT 05359
  • /32

    $375,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 3,502 Sq Ft

    715 Chase Rd, West Townshend, VT 05359

    In the heat of it all!! With 4 mountains within in about 1/2 hour, this is the perfect spot to get away for skiing and all the other Southern Vermont treasures. Nestled in a sweet meadow, with a wee bit of forest, this home is a perfect home base with plenty of room for everyone. With a lovely flat yard, huge private back deck and large above the ground pool, there are lots of options for

    Christine Lewis Brattleboro Area Realty

    715 Chase Rd, West Townshend, VT 05359
  • /51

    $569,000

    • 6 Beds
    • 5 Baths
    • 4,942 Sq Ft

    1113 Old Cheney Rd, West Townshend, VT 05359

    Set on a scenic country property in Windham, this expansive home offers exceptional space, flexibility and a setting with real character. Currently used as a large single-family residence, the home was originally built as a three-family property, with a common entrance serving two living areas and a separate entrance to the garden-level apartment. A central stairwell can connect the spaces,

    Daire Gibney Barrett and Valley Associates Inc.

    1113 Old Cheney Rd, West Townshend, VT 05359
  • /33

    $499,000

    • 2 Beds
    • 2 Baths
    • 3,320 Sq Ft

    5855 Windham Hill Rd, West Townshend, VT 05359

    Bring your vision to life on 33.34 acres in the scenic hills of Windham, Vermont. This partially completed home offers a rare opportunity to finish a thoughtfully designed residence surrounded by open meadows, established trails, and an idyllic rural setting.Designed with a 4 bedroom septic system, the home is ready for the next owner to complete the interior and exterior finishes. The

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    5855 Windham Hill Rd, West Townshend, VT 05359

Windham, VT, VT Home Prices vs. Nearby Neighborhoods

Windham Londonderry Chester Jamaica
Median Home Price
$499,000
$529,000
$399,000
$520,000
Median Sale Price
$375,000
-5% YoY
$450,000
-7% YoY
$350,000
-13% YoY
$380,000
-21% YoY
Avg. Price per Square Foot
$287
$278
$253
$326
Median Single Family Price
$390,000
$535,000
$320,000
$530,000
Total Active Listings
7 listings
25 listings
13 listings
19 listings
Market Conditions
14 Months of Supply
Buyer's Market
8 Months of Supply
Buyer's Market
4 Months of Supply
Seller's Market
7 Months of Supply
Buyer's Market

Frequently Asked Questions Why Live in Windham

Is Windham a good place to live?
Windham is a good place to live. Windham is considered very car-dependent and somewhat bikeable. It has a median age of 55. The average household income is $96,686 which is below the national average. College graduates make up 37.7% of residents. A majority of residents in Windham are home owners, with 18% of residents renting and 82% of residents owning their home. A local real estate agent serving Windham can help you decide if this neighborhood is the right one for you. Learn more on our Windham neighborhood guide.
How much do you need to make to afford a house in Windham?
The median home price in Windham is $499,000. If you put a 20% down payment of $99,800 and had a 30-year fixed mortgage with an interest rate of 6.95%, your estimated principal and interest payment would be $2,640 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $113K a year to afford the median home price in Windham. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Windham is $97K.
What are the best public schools in Windham?
The best public schools that serve Windham are:
What are the most popular zip codes in Windham, Windham, VT?
The most popular zip codes in Windham, Windham, VT include 05359, 05143, 05148, 05155 and 05343.
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