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Middlefield, MA Homes for Sale

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  • 411-51 &52 Skyline Trail, Middlefield, MA 01243
    411-51 &52 Skyline Trail, Middlefield, MA 01243
    411-51 &52 Skyline Trail, Middlefield, MA 01243
    /6

    $60,000

    • Land
    • 8.2 Acres
    • $7,317 per Acre

    411-51 &52 Skyline Trail, Middlefield, MA 01243

    Beautiful 8 acres parcel on Skyline Trail413 feet of frontage and 1270 feet deep.One of the prettiest roads in the Berkshires.You can find this property to the right of house number 302 Skyline Trail. A very nice farming area. From Horses to cows and evenbig fields of blue berries and crops. Real Estate sign is up. Older perc test in hand.

    Agent Photo

    Ginger Conner

    RED HORSE REAL ESTATE, LLC

    411-51 &52 Skyline Trail, Middlefield, MA 01243
  • 0 Johnny Cake Hill Rd Unit 246420, Middlefield, MA 01243
    0 Johnny Cake Hill Rd Unit 246420, Middlefield, MA 01243
    0 Johnny Cake Hill Rd Unit 246420, Middlefield, MA 01243
    /12

    $649,900

    • Land
    • 155 Acres
    • $4,193 per Acre

    0 Johnny Cake Hill Rd Unit 246420, Middlefield, MA 01243

    This approximately 155-acre Berkshire nature preserve has enough frontage on Johnnycake Hill Road to accommodate four building lots. Nestled in the beautiful corner of the world where the Pioneer Valley meets the Berkshire Hills, the property is ideal for a myriad of outdoor uses including horseback riding and cross-country skiing. The land contains well over a mile of logging trails and old

    Doug Collins Lamacchia Realty, Inc. - Dalton

    0 Johnny Cake Hill Rd Unit 246420, Middlefield, MA 01243
  • 162 Skyline Trail, Middlefield, MA 01243
    162 Skyline Trail, Middlefield, MA 01243
    162 Skyline Trail, Middlefield, MA 01243
    /42

    $264,900

    • 2 Beds
    • 2 Baths
    • 1,758 Sq Ft

    162 Skyline Trail, Middlefield, MA 01243

    Step back in time without sacrificing modern comfort in this charming antique home, originally built in 1783. Thoughtfully updated to preserve its historic character, this home features exposed timber frame construction, wide-open living spaces, and timeless architectural details throughout. The inviting eat-in kitchen offers a farmhouse sink, vaulted ceiling, gas fireplace, open shelving,

    Aimee Kelly eXp Realty LLC

    162 Skyline Trail, Middlefield, MA 01243
  • 143 E River Rd, Huntington, MA 01050
    143 E River Rd, Huntington, MA 01050
    143 E River Rd, Huntington, MA 01050
    /40

    $415,000

    • 3 Beds
    • 3 Baths
    • 1,403 Sq Ft

    143 E River Rd, Huntington, MA 01050

    Welcome to this contemporary home that features 3 bedrooms, 3 bathrooms, and sits on a sprawling 9.8-acre lot. The property offers stunning Westfield River and mountain views, a wrap-around deck, an above-ground pool, and a mostly finished walkout basement- this space offers an in-law apartment, use your imagination to personalize to your needs. This could be your own private retreat at the base

    Danielle Lafond Berkshire Hathaway HomeServices Realty Professionals

    143 E River Rd, Huntington, MA 01050
  • 147 Chipman Rd, Chester, MA 01011
    147 Chipman Rd, Chester, MA 01011
    147 Chipman Rd, Chester, MA 01011
    /42

    $450,000

    Open Sat 11AM - 12:30PM $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,068 Sq Ft

    147 Chipman Rd, Chester, MA 01011

    Welcome home to this peaceful & serene 3 bed, 2.5 bath contemporary offering an open floor plan, main-level primary suite, & a private trail leading to the wild streambed of Glendale Brook! Enter through the welcoming foyer to the main level that features a spacious living room & dining area w/ propane stove & sliders to a sunny deck, a kitchen with pantry closet, half bath w/ laundry, a

    Taylor Hildack Keller Williams Realty

    147 Chipman Rd, Chester, MA 01011
  • lot 19 Becket Rd, Middlefield, MA 01243
    lot 19 Becket Rd, Middlefield, MA 01243
    lot 19 Becket Rd, Middlefield, MA 01243
    /8

    $96,600

    • Land
    • 12.88 Acres
    • $7,500 per Acre

    lot 19 Becket Rd, Middlefield, MA 01243

    12.88+/- Acre lot in its natural state, Perk has been done. Land is relatively flat with some contour. Much of the properties in the area are conservation, so if quiet privacy is what you are looking for with plenty of room to roam, this is for you.Prospective buyer to do their due diligence to be sure their thoughts align with the Town of Middlefield.

    Evamarie Best Wolcott Realty

    lot 19 Becket Rd, Middlefield, MA 01243
  • lot 1.1 Skyline Trail, Middlefield, MA 01243
    lot 1.1 Skyline Trail, Middlefield, MA 01243
    /2

    $45,000

    • Land
    • 3.81 Acres
    • $11,811 per Acre

    lot 1.1 Skyline Trail, Middlefield, MA 01243

    3.81 acre building lot on the Chester line. Wooded parcel. South border is the Chester line Go direct

    James Adams Hilltown Real Estate by Adams Realty

    lot 1.1 Skyline Trail, Middlefield, MA 01243
  • Lot 21 Becket Rd, Middlefield, MA 01243
    Lot 21 Becket Rd, Middlefield, MA 01243
    Lot 21 Becket Rd, Middlefield, MA 01243
    /5

    $96,600

    • Land
    • 12.88 Acres
    • $7,500 per Acre

    Lot 21 Becket Rd, Middlefield, MA 01243

    12.88+/- Acre Lot in its natural state, Perk has been done.Ready for the Buyer that is looking for rural, quite privacy. Few homes on this stretch of Becket Rd. much Conservation Properties on the road.Buyers to do their Due Diligence to verify their thoughts for the property align with the Town of Middlefield.

    Evamarie Best Wolcott Realty

    Lot 21 Becket Rd, Middlefield, MA 01243
  • 95 Town Hill Rd, Middlefield, MA 01243
    95 Town Hill Rd, Middlefield, MA 01243
    95 Town Hill Rd, Middlefield, MA 01243
    /58

    $450,000

    $10K PRICE INCREASE
    • 4 Beds
    • 1.5 Baths
    • 1,608 Sq Ft

    95 Town Hill Rd, Middlefield, MA 01243

    Set on 16 private acres, this four-bedroom, one-and-a-half-bath home has been lovingly updated while preserving its rustic warmth and character. Soulful wood floors, cozy living spaces, and a versatile attic retreat give this home an authenticity you simply cannot manufacture.A two-story wood stove heated barn bursting with natural light makes for an ideal studio or creative workspace. Step

    Dana Fuchs WILLIAM RAVEIS - BERKSHIRE

    95 Town Hill Rd, Middlefield, MA 01243
Massachusetts Hampshire County

Real Estate & Homes for Sale in Middlefield, MA

Why Live in Middlefield

Middlefield, MA, is a small town of nearly 400 residents in the northern hardwood forests of the Appalachian Mountains, about 40 miles from Springfield in Hampshire County. Known for its remote and rural setting, the town is surrounded by rivers, brooks, and hiking trails. Skyline Drive, the main road, hosts the local library, church, and fire station. Middlefield, incorporated in 1783, was once a hub for the woolen industry, but the forests have since reclaimed much of the land. The town's fringes feature state forests and wildlife management areas, popular among hunters and anglers. Glendale Falls, a scenic waterfall along Glendale Brook, is a notable attraction. Middlefield State Forest and Peru State Forest offer hiking trails through rolling hills and dense hardwood canopies.

Housing in Middlefield includes historic Colonials from the 1700s, log cabins from the 1980s, and custom-built homes on large lots. The real estate market is limited, with few properties listed at any given time. Community life centers around the Middlefield Senior Center and the Blossom Center, which host events like book clubs, meditation classes, bingo nights, and potlucks. The annual Middlefield Fair, held every August, features traditional country entertainment. While local amenities are sparse, Chester, 5 miles south, offers a small grocery store and a restaurant. For more extensive shopping, residents travel to Lee, 15 miles away, which has a major grocery store and the Lee Premium Outlets. The closest emergency room is 18 miles away in Pittsfield, and Bradley International Airport is just over 40 miles from the town.

Learn more about living in Middlefield

Frequently Asked Questions

What is the average home price in Middlefield, MA?
Homes for sale in Middlefield, MA have an average home price of $363,954.
How many homes have sold over the last 12 months in Middlefield, MA?
8 homes have sold in Middlefield, MA over the last 12 months.
What is the average household income in Middlefield, MA?
The average household income in Middlefield, MA is $100K.
What are the most popular zip codes in Middlefield, MA?
The most popular zip codes in Middlefield, MA include 01243, 01235, 01011, 01050 and 01223.
How much do you need to make to afford a house in Middlefield?
The median home price in Middlefield is $339,900. If you put a 20% down payment of $68,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $1,680 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $72K a year to afford the median home price in Middlefield. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Middlefield is $100K.
How are the schools in Middlefield, MA?
Middlefield, MA has highly rated public and private schools. Some of the best schools in Middlefield based on Niche Grades are Wahconah Regional High School and Gateway Regional High School. Browse all the schools in Middlefield, MA to learn more.

Home Prices in Middlefield, MA

The median home sale price in Middlefield, MA is $377,500, up 11% year-over-year. Homes in Middlefield sell in 83 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price
$377,500
Median Single Family Sale Price
$320,000
Median 2 Bedroom Sale Price
$264,900
Average Price Per Sq Ft
$245
Number of Homes for Sale
2
Last 12 months Home Sales
8
Months of Supply
3.00
Median List Price
$339,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
11%
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