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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

    $40,000

    $20K PRICE DROP
    • Land
    • 8.2 Acres
    • $4,878 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

    $389,900

    $25K PRICE DROP
    • 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
  • Lot 13 W Hill Rd, Middlefield, MA 01243
    Lot 13 W Hill Rd, Middlefield, MA 01243
    Lot 13 W Hill Rd, Middlefield, MA 01243
    /6

    $49,997

    • Land
    • 5 Acres
    • $9,999 per Acre

    Lot 13 W Hill Rd, Middlefield, MA 01243

    ESCAPE TO 5 WOODED ACRES IN THE MASSACHUSETTS HILLTOWNS! Located on W Hill Rd in Middlefield, this wooded lot sits directly across the road from Middlefield State Forest, giving you incredible access to thousands of acres of trails, woods and outdoor recreation right outside your door. The property offers level to gently sloping terrain, mature native tree cover and an elevation of approximately

    Derek Greene The Greene Realty Group

    Lot 13 W Hill Rd, Middlefield, MA 01243
  • 172 Skyline Trail, Middlefield, MA 01243
    172 Skyline Trail, Middlefield, MA 01243
    172 Skyline Trail, Middlefield, MA 01243
    /18

    $475,000

    • 4 Beds
    • 3 Baths
    • 3,104 Sq Ft

    172 Skyline Trail, Middlefield, MA 01243

    Unique small-farm, homestead and income-property opportunity with established growing infrastructure! Currently operated as a no-till, no-spray farm with eight permanent 100-ft growing beds within electric fencing and room to expand. Additional garden area, field and hydroponic tomato production. Farm stand may be included. Hydroponic system and training negotiable. Character-filled home offers a

    Lisa Berry Simply Sell Realty

    172 Skyline Trail, Middlefield, MA 01243
  • 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
  • 69 Cone Rd, Middlefield, MA 01243
    69 Cone Rd, Middlefield, MA 01243
    69 Cone Rd, Middlefield, MA 01243
    /42

    $1,550,000

    • 3 Beds
    • 3 Baths
    • 2,613 Sq Ft

    69 Cone Rd, Middlefield, MA 01243

    Set on approximately 62 acres spanning both sides of Cone Road, Middle Branch Overlook Estate is a private country retreat with sweeping southeast-facing views across the Middle Branch of the Westfield River valley. Comprised of three abutting parcels and bordered by protected land to the north and south, the property features open fields, woodland, a year-round brook, ponds, fruit trees,

    Keith Ross LandVest, Inc.

    69 Cone 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

Middlefield, MA Home Prices

Middlefield, MA
Median Home Price
$334,450
Median Sale Price
$349,500
-12% YoY
Avg. Price per Square Foot
$337
Median Single Family Price
$280,000
Total Active Listings
10 listings
Market Conditions
4 Months of Supply
Balanced Market

Frequently Asked Questions

What is the average home price in Middlefield, MA?
Homes for sale in Middlefield, MA have an average home price of $572,850.
Are home prices dropping in Middlefield?
Yes, home prices in Middlefield are down 1% in the last 12 months.
How many homes have sold over the last 12 months in Middlefield, MA?
6 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, 01050, 01011 and 01223.
How much do you need to make to afford a house in Middlefield?
The median home price in Middlefield is $334,450. If you put a 20% down payment of $66,900 and had a 30-year fixed mortgage with an interest rate of 6.95%, your estimated principal and interest payment would be $1,770 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $76K 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.
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