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Windsor Homes for Sale

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  • 0 North St, Windsor, MA 01270
    0 North St, Windsor, MA 01270
    0 North St, Windsor, MA 01270
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    $99,900

    • Land
    • 4 Acres
    • $24,975 per Acre

    0 North St, Windsor, MA 01270

    Discover the possibilities with this beautiful 4-acre wooded corner lot in Windsor, MA. Offering privacy and natural surroundings, the property features a small brook and direct frontage on a paved road for easy access. Across from state land, it's an ideal spot for a private retreat, vacation home, or year-round residence. Additional acreage is available for those seeking even more space to

    Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

    0 North St, Windsor, MA 01270
  • 1273 Old Route 9, Windsor, MA 01270
    1273 Old Route 9, Windsor, MA 01270
    1273 Old Route 9, Windsor, MA 01270
    /56

    $549,900

    • 3 Beds
    • 3 Baths
    • 2,142 Sq Ft

    1273 Old Route 9, Windsor, MA 01270

    Discover the charm and character of this 1980\text{s}-built home in Windsor, thoughtfully constructed on an original stone foundation. Set on approximately 2.5 acres, the property offers a blend of historic detail, comfortable living space, and a scenic setting.The home features three bedrooms and three full bathrooms, along with a fireplace that adds warmth and character to the living area.

    John Ciepiela BISHOP WEST REAL ESTATE

    1273 Old Route 9, Windsor, MA 01270
  • 255 High St Hill Rd, Windsor, MA 01270
    255 High St Hill Rd, Windsor, MA 01270
    255 High St Hill Rd, Windsor, MA 01270
    /34

    $724,900

    $25K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,744 Sq Ft

    255 High St Hill Rd, Windsor, MA 01270

    Tucked away on 3.24 private wooded acres, this one-of-a-kind Contemporary offers 3,744 sq. ft. of living space across three finished levels. Soaring ceilings, exposed timber beams, hardwood floors, and a dramatic center chimney create a warm yet impressive setting. The open floor plan is anchored by multiple wood-burning fireplaces, a pellet stove, and abundant natural light. Offering a total of

    Jesse Dimitropolis RE/MAX COMPASS

    255 High St Hill Rd, Windsor, MA 01270
  • 200 Peru Rd, Windsor, MA 01270
    200 Peru Rd, Windsor, MA 01270
    200 Peru Rd, Windsor, MA 01270
    /42

    $699,900

    • 4 Beds
    • 2.5 Baths
    • 2,248 Sq Ft

    200 Peru Rd, Windsor, MA 01270

    Enjoy comfort, space, and privacy in this custom 8-room post and beam home set on 25.3 scenic acres. The property features 2½ bathrooms, Bruce hardwood floors, first-floor laundry, and a spacious living room with high ceilings and a pellet fireplace. The partially finished basement adds living space with a family room, wood-burning fireplace, and bar area. An oversized two-car garage provides

    Zahi Haddad Zee Haddad Realty

    200 Peru Rd, Windsor, MA 01270
Massachusetts Berkshire County Windsor

Real Estate & Homes for Sale in Windsor, Windsor

Windsor Home Prices vs. Nearby MA, MA Neighborhoods

Windsor Savoy Peru Hinsdale
Median Home Price
$474,900
$397,200
$334,900
$475,046
Median Sale Price
$385,000
-9% YoY
$376,000
+14% YoY
$305,000
+28% YoY
$417,000
-5% YoY
Median Single Family Price
$397,000
$384,000
$309,000
$454,900
Total Active Listings
4 listings
3 listings
5 listings
13 listings
Market Conditions
3 Months of Supply
Seller's Market
2 Months of Supply
Seller's Market
4 Months of Supply
Seller's Market
6 Months of Supply
Balanced Market

Frequently Asked Questions Why Live in Windsor

Is Windsor a good place to live?
Windsor is a good place to live. Windsor is considered very car-dependent and very bikeable. Windsor is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Windsor has 1 park for recreational activities. It has a median age of 56. The average household income is $135,222 which is above the national average. College graduates make up 42.1% of residents. A majority of residents in Windsor are home owners, with 6% of residents renting and 94% of residents owning their home. A local real estate agent serving Windsor can help you decide if this neighborhood is the right one for you. Learn more on our Windsor neighborhood guide.
Is Windsor, MA a safe neighborhood?
Windsor, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Windsor?
The median home price in Windsor is $474,900. If you put a 20% down payment of $95,000 and had a 30-year fixed mortgage with an interest rate of 6.65%, your estimated principal and interest payment would be $2,440 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $105K 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 $135K.
What are the best public schools in Windsor?
The best public schools that serve Windsor are:
What are the most popular zip codes in Windsor, Windsor, MA?
The most popular zip codes in Windsor, Windsor, MA include 01270, 01235, 01256, 01226 and 01225.
What are the most popular neighborhoods near Windsor, Windsor, MA?
The most popular neighborhood near Windsor, Windsor, MA is Ashfield.
Are home prices dropping in Windsor?
Yes, home prices in Windsor are down 17% in the last 12 months.
Learn more about living in Windsor
How to Buy a Home How to Finance a Home How to Sell a Home

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