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Explore Similar Homes Within 2 Miles of Windsor, MA

  • /37

    $389,900 Open Wed 4:30PM - 6PM

    • 4 Beds
    • 2 Baths
    • 2,264 Sq Ft

    24 Bruce Dr, Dalton, MA 01226

    Introducing 24 Bruce Drive in Dalton! This charming 4 bedroom ,2 bath, split level style home is located in one of Dalton's most desirable locations and has been tastefully updated over the years. Set on an expansive, fenced in corner lot with a newer trex deck and hot tub. This home offers something for everyone. On the interior a spacious eat-in Kitchen flowers nicely into the light filled

    Doug Collins LAMACCHIA REALTY, INC

    24 Bruce Dr, Dalton, MA 01226
  • /48

    $349,900

    • 5 Beds
    • 2 Baths
    • 2,656 Sq Ft

    481 Maple St, Hinsdale, MA 01235

    Charming Historic Two-Family Flat with Timeless Appeal! Step into history with this beautifully maintained two-family flat, built in 1825 and bursting with character. Nestled on a generous .59 acre lot, this property features a classic brick exterior that exudes charm and curb appeal. Inside you'll find spacious, meticulously cared-for units - perfect for owner occupants, extended families, or

    Darcy Reid MOCKINGBIRD REAL ESTATE

    481 Maple St, Hinsdale, MA 01235
  • /12

    $35,000

    • Land
    • 0.93 Acre
    • $37,496 per Acre

    379 New Windsor Rd, Hinsdale, MA 01235

    Beautiful .93 acre wooded lot located in a well established neighborhood. With over 159' of road frontage, a peaceful sounding small brook to the far left of the property, a paved street with electric availible and a nice mix of evergreen & deciduous trees, this property has endless possibilities.

    Timothy Johnson NOCHER REALTY

    379 New Windsor Rd, Hinsdale, MA 01235
  • /3

    $150,000

    • Land
    • 3.12 Acres
    • $48,077 per Acre

    218 Johnson Rd, Dalton, MA 01226

    Opportunity knocks with this beautiful 3.12-acre lot on Johnson Road in Dalton. Whether you're ready to build your dream home or invest in land for the future, this property offers the space, privacy, and potential for two lots. They say, ''Don't wait to buy real estate--buy real estate and wait.'' This is your chance to do just that. Peaceful setting, convenient location, and plenty of room to

    Jeff Astore WILLIAM RAVEIS REAL ESTATE

    218 Johnson Rd, Dalton, MA 01226
  • /42

    $499,000

    • 5 Beds
    • 2 Baths
    • 1,745 Sq Ft

    9 & 14 Bear Hill Rd, Hinsdale, MA 01235

    This offshore Ashmere Lake family compound is a rare find offering lake access just a few steps from your properties. The rustic chic Cottage boasts a lushly landscaped corner lot with overflow parking, 3 bedrooms, yoga room, 1 bath, large living room with pellet stove, a dining room, spacious kitchen, inviting front porch, a wrap-around deck, and a one-car garage. Across the street, you'll find

    Victoria Standring LAMACCHIA REALTY, INC

    9 & 14 Bear Hill Rd, Hinsdale, MA 01235
  • /10

    $70,000

    • Land
    • 3.88 Acres
    • $18,041 per Acre

    237 Trouble St, Cummington, MA 01026

    Lots of work already done here; existing driveway leads to the back of the property where there is a level clearing that the current owners used for camping. Electric at the street. Close to Northampton, the Berkshires. The lot has been surveyed and the stream has been classified as seasonal. Attached perc test information supplied to seller by a previous owner, buyer to verify all

    Maureen Borg Delap Real Estate LLC

    237 Trouble St, Cummington, MA 01026
  • /25

    $220,000

    • 1 Bed
    • 1 Bath
    • 874 Sq Ft

    234 Ashmere Dr, Hinsdale, MA 01235

    This year-round fixer-upper is full of potential, set on a rare triple lot in a peaceful lakeside community. Enjoy lake views from the large front porch and a spacious yard with mature trees--perfect for gatherings or quiet evenings under the stars. With some vision and effort, transform this rustic retreat into a stunning getaway or full-time home. Located in the Skyview Grove Association on

    Victoria Standring LAMACCHIA REALTY, INC

    234 Ashmere Dr, Hinsdale, MA 01235
  • /70

    $879,000

    • 4 Beds
    • 2 Baths
    • 2,474 Sq Ft

    321 Ashmere Dr, Hinsdale, MA 01235

    Welcome to this pristine, move-in-ready lakefront home, perfectly situated on a serene and tranquil lot on Ashmere Lake. Indulge in breathtaking sunsets and enjoy a spacious yard complete with a private boat ramp and dock. Upon arrival, you'll be greeted by a new driveway, elegant Goshen stone, & stunning new cedar split rail fencing, setting the tone for the beauty that awaits inside.This home

    Laiken Rapisarda LAMACCHIA REALTY, INC

    321 Ashmere Dr, Hinsdale, MA 01235
  • /23

    $510,000

    • 4 Beds
    • 3 Baths
    • 3,576 Sq Ft

    140 Pine Cone Ln, Hinsdale, MA 01235

    Experience the best of lakeside living in this beautifully maintained 4-bedroom, 3-bath home on Ashmere Lake! The inviting fireplaced great room flows into a dining area and a galley kitchen with a breakfast nook, while a spacious screened-in porch offers the perfect spot to relax. The finished lower level expands your living space with a bedroom, bath, family room, wet bar, and a full walkout.

    Elisha Poirier STONE HOUSE PROPERTIES, LLC

    140 Pine Cone Ln, Hinsdale, MA 01235
  • /60

    $375,000

    • 7 Beds
    • 3 Baths
    • 2,928 Sq Ft

    17 Chamberlain Ave Unit 21, Dalton, MA 01226

    Unique opportunity to own a remodeled 3 FAMILY located in downtown Dalton & ready for owner occupancy and/or tenants! This home offers beautifully remodeled units are ready for leasing. Each unit features updated vinyl plank flooring and refinished hardwood floors. All surfaces have been freshly painted, quartz countertops, and new electric ranges have been installed. Whether you are an investor

    Marc Bellora LAMACCHIA REALTY, INC

    17 Chamberlain Ave Unit 21, Dalton, MA 01226
  • /42

    $499,900

    • 4 Beds
    • 3 Baths
    • 3,608 Sq Ft

    165 Pine Cone Ln Unit 33, Hinsdale, MA 01235

    Set on the shores of the beautiful Ashmere Lake this pristine condo is ready for you to move right in! This wonderfully maintained home offers 4 bedrooms & 3 bathrooms, a spacious screend in porch, two car oversized garage, finished basement amongst many others. As you walk in you are greeted by the high ceilings, and an open concept first floor. Floor to ceiling cabinets in the kitchen, first

    Doug Collins Lamacchia Realty, Inc.

    165 Pine Cone Ln Unit 33, Hinsdale, MA 01235
  • /45

    $499,900

    • 4 Beds
    • 3 Baths
    • 3,608 Sq Ft

    165 Pine Cone Ln, Hinsdale, MA 01235

    Set on the shores of the beautiful Ashmere Lake , this pristine condo is ready for you to move right in! This wonderfully maintained home offers 4 bedrooms & 3 bathrooms, a spacious screened in porch, two car oversized garage, finished basement amongst many others. As you walk in you are greeted by the high ceilings, and an open concept first floor. Floor to ceiling cabinets in the kitchen, first

    Doug Collins LAMACCHIA REALTY, INC

    165 Pine Cone Ln, Hinsdale, MA 01235
  • /22

    $209,000

    • 2 Beds
    • 1 Bath
    • 858 Sq Ft

    114 E Main St, Cheshire, MA 01225

    Cheshire, cute as a button! enclosed front porch, wood floors, updated kitchen and bath, stainless appliances, furnace about 10 years, hot water tank 1 year old, and owned. Shed with electric, plenty of off-street parking.Close proximity to the Ashuwillticook Rail Trail

    Marnie Garzone THE KINDERHOOK GROUP - PITTSFIELD

    114 E Main St, Cheshire, MA 01225
  • /14

    $69,000

    • Land
    • 10 Acres
    • $7,263 per Acre

    0 Stage Rd Unit 73325251, Cummington, MA 01026

    Tranquil, private wooded property located on Stage Rd. and Shaw Rd., offering nearly 12 acres spread across two deeded lots. The land features a mix of wooded areas with some clearing, providing the perfect balance of privacy and nature. A stream separates the two lots, adding to the property's charm and serenity

    Lisa Darragh

    0 Stage Rd Unit 73325251, Cummington, MA 01026
  • /39

    $684,900

    • 4 Beds
    • 3 Baths
    • 1,750 Sq Ft

    715 Peru Rd, Hinsdale, MA 01235

    Berkshire Lakefront Living at Its Finest!Discover your dream home in this fully renovated, four bedroom, three-bath lakefront retreat. Nestled along serene shores of Ashmere Lake, this property offers breathtaking water views and direct access to your private dock-perfect for boating, fishing, or simply relaxing by the water.Inside, the home boasts vaulted ceilings that flood the space with

    Barbara Osborne ASHMERE REALTY, INC.

    715 Peru Rd, Hinsdale, MA 01235
  • /30

    $349,900

    • 3 Beds
    • 1.5 Baths
    • 1,638 Sq Ft

    511 Old Windsor Rd, Dalton, MA 01226

    Welcome to your dream home! This charming 3-bedroom house, nestled alongside a serene brook, offers a perfect blend of comfort and nature. With an inviting floor plan, the spacious living area is ideal for family gatherings. The kitchen features stainless steel appliances and is perfect for entertaining. Step outside to relax by your private pool, surrounded by lush landscaping that creates a

    Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    511 Old Windsor Rd, Dalton, MA 01226
  • /23

    $599,000

    • 5 Beds
    • 3.5 Baths
    • 3,307 Sq Ft

    867 Notch Rd, Cheshire, MA 01225

    A charming, spacious Colonial with privacy, and lovely grounds. Breathtaking mountain views. Built in 2005 and set on 7.25 acres, this 5-bedroom, 4.5-bathroom residence offers 3,307 square feet of living space. Two primary suites, one up and one down. The open-concept kitchen flows seamlessly into a great room, perfect for entertaining. Your dream property awaits!

    Marnie Garzone THE KINDERHOOK GROUP - PITTSFIELD

    867 Notch Rd, Cheshire, MA 01225
  • /2

    $38,900

    • Land
    • 14 Acres
    • $2,722 per Acre

    0 W Cummington Rd, Cummington, MA 01026

    Enjoy the peaceful setting of this 14+ Acre parcel in picturesque Town of Cummington! This private wooded land offers a quiet country setting surrounded by Nature and Wildlife yet close enough to Pittsfield and Northampton to take advantage of all the great shopping and eateries. Lots of possibilities on this affordable acreage. Get your offer in today!

    Lori Fisher Gravel Real Estate Associates

    0 W Cummington Rd, Cummington, MA 01026
  • /10

    $68,000

    • Land
    • 4.79 Acres
    • $14,196 per Acre

    0 Stage Rd Unit 244006, Cummington, MA 01026

    4.79 acre parcel in the heart of the Berkshires. Located on a country road, this lot offers privacy yet is a mere 30 minutes to the cultural attractions of the Valley and Berkshires. Nearby fishing spots, swimming holes and hiking trails provide entertainment for nature enthusiasts. The clear waters of Mill Brook. are across an old farm road from this land. A short distance to the Creamery; a

    Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

    0 Stage Rd Unit 244006, Cummington, MA 01026
  • /14

    $259,900

    • Land
    • 57 Acres
    • $4,560 per Acre

    190 Fox Rd, Dalton, MA 01226

    Introducing a prime piece of real estate located in Dalton. Nestled in the picturesque town of Dalton, this property provides the perfect opportunity to create a unique and thriving community. With its generous size, this land offers ample space for a variety of purposes. Largely wooded and loaded with an abundance of wildlife this parcel is just perfect for a nature lover or someone just

    Doug Collins LAMACCHIA REALTY, INC

    190 Fox Rd, Dalton, MA 01226
  • /2

    $99,000

    • Land
    • 0.72 Acre
    • $137,500 per Acre

    46 Falls Brook Terrace, Dalton, MA 01226

    Nestled in the highly desired area of Dalton, MA, 46 Falls Brook Terrace offers an unparalleled opportunity to build your dream home. This prime piece of land is located in a family-friendly neighborhood renowned for its excellent schools and vibrant local community, making it an ideal place to raise a family. Essential utilities, including sewer and electric, are already completed, and a

    Team ROVI Real Broker MA, LLC

    46 Falls Brook Terrace, Dalton, MA 01226
  • /2

    $50,000

    • Land
    • 2.01 Acres
    • $24,876 per Acre

    3 Lafayette Dr, Peru, MA 01235

    This must be the place. Leave the majestic trees on this 2-acre wooded lot to build your own dream home with lots of privacy, or clear some of them for breathtaking views of Lake Ashmere just down the hill. The site comes ready with a circular gravel driveway in place, abutting a clearing for your 2000sqft or larger home. A 500ft well is already in place. Original PERC testing performed and

    Tammy Merk Lantern Residential

    3 Lafayette Dr, Peru, MA 01235

Frequently Asked Questions About Windsor

What is the average home price in Windsor, MA?
Homes for sale in Windsor, MA have an average home price of $369,675.
Are home prices dropping in Windsor?
Yes, home prices in Windsor are down 23% in the last 12 months.
How many homes have sold over the last 12 months in Windsor, MA?
4 homes have sold in Windsor, MA over the last 12 months.
What are the most popular zip codes in Windsor, MA?
The most popular zip codes in Windsor, MA include 01201, 01247, 01223, 01238 and 01267.
How much do you need to make to afford a house in Windsor?
The median home price in Windsor is $419,900. If you put a 20% down payment of $84,000 and had a 30-year fixed mortgage with an interest rate of 6.81%, your estimated principal and interest payment would be $2,190 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $94K a year to afford the median home price in Windsor.
How are the schools in Windsor, MA?
Windsor, MA has highly rated public and private schools. Some of the best schools in Windsor based on Niche Grades are Wahconah Regional High School, Mohawk Trail Regional High School and Emma L. Miller Memorial Elementary School. Browse all the schools in Windsor, MA to learn more.

Home Trends in Windsor, MA

Home Trends

Median Price (12 Mo)
$424,950
Median Single Family Price
$424,950
Average Price Per Sq Ft
$246
Last 12 months Home Sales
4
Median List Price
$419,900
Median Discount From 1st List Price
-1%
Median Home Sale Price YoY Change
-19%
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