9

Newest Homes for Sale in Middlefield, MA

Section Image Section Image
  • 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
  • 158 Skyline Trail, Middlefield, MA 01243
    158 Skyline Trail, Middlefield, MA 01243
    158 Skyline Trail, Middlefield, MA 01243
    /40

    $269,900

    Open Sat 1PM - 2:30PM
    • 3 Beds
    • 3 Baths
    • 3,576 Sq Ft

    158 Skyline Trail, Middlefield, MA 01243

    Attention investors, cash buyers, and those ready to bring their vision to life—this charming 1837 Colonial-style farmhouse offers a unique opportunity in the heart of beautiful Middlefield. With approximately 3,576 square feet of bright, sun-filled living space, the home features generously sized rooms, a flexible floor plan, up to 5+ possible bedrooms, and 3 full bathrooms. The attached red

    Dennis LeClair RE/MAX Compass

    158 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

    $405,000

    $10K 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 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 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
  • 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
  • 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
  • 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
  • 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
Massachusetts Hampshire County

Newest Listings for Sale in Middlefield, MA

Frequently Asked Questions

What is the average home price in Middlefield, MA?
Homes for sale in Middlefield, MA have an average home price of $356,116.
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 $334,450. If you put a 20% down payment of $66,900 and had a 30-year fixed mortgage with an interest rate of 6.66%, your estimated principal and interest payment would be $1,720 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $74K 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, down 4% year-over-year. Homes in Middlefield sell in 74 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$377,500
Median Single Family Sale Price
$280,000
Median 2 Bedroom Sale Price
$264,900
Average Price Per Sq Ft
$226
Number of Homes for Sale
3
Last 12 months Home Sales
8
Months of Supply
4.50
Median List Price
$334,450
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-4%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group