459

Middlefield, MA Homes

Section Image
  • 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

    0 Johnny Cake Hill Rd Unit 246420, Middlefield, MA 01243
  • Lot 0 E River Rd, Middlefield, MA 01243
    Lot 0 E River Rd, Middlefield, MA 01243
    Lot 0 E River Rd, Middlefield, MA 01243
    /8

    $69,900 Sold Oct 14, 2025

    Lot 0 E River Rd, Middlefield, MA 01243

    • Land
    • 4.8 Acres
    • $14,562 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 26 Days On Market

    Last Listing Agent Dennis LeClair RE/MAX Compass

    Lot 0 E River Rd, Middlefield, MA 01243
    • 0 Arthur Pease Rd, Middlefield, MA 01243
      0 Arthur Pease Rd, Middlefield, MA 01243
      0 Arthur Pease Rd, Middlefield, MA 01243
      /8

      Not Listed For Sale

      • 3 Beds

      0 Arthur Pease Rd, Middlefield, MA 01243

      0 Arthur Pease Rd, Middlefield, MA 01243
  • 70 Town Hill Rd, Middlefield, MA 01243
    70 Town Hill Rd, Middlefield, MA 01243
    70 Town Hill Rd, Middlefield, MA 01243
    /40

    $289,900

    • 3 Beds
    • 1.5 Baths
    • 966 Sq Ft

    70 Town Hill Rd, Middlefield, MA 01243

    Welcome to this beautifully updated 3-bedroom, 1.5-bath Cape set in a peaceful, private location. Thoughtfully renovated, the home features a brand-new kitchen with white shaker cabinets, stainless appliances, and abundant natural light, along with updated baths and the convenience of first-floor laundry. Enjoy year-round comfort with a new furnace and central air. A large two-car garage provides

    Alice Kempf Kempf-Vanderburgh Realty Consultants, Inc.

    70 Town Hill Rd, Middlefield, MA 01243
  • 143 Chipman Rd, Chester, MA 01011
    143 Chipman Rd, Chester, MA 01011
    143 Chipman Rd, Chester, MA 01011
    /25

    $288,700 Sold Mar 31, 2025

    143 Chipman Rd, Chester, MA 01011

    • 2 Beds
    • 2 Baths
    • 1,486 Sq Ft
    • Built 1988

    Last Sold Summary

    • 7% Below List Price
    • $194/SF
    • 113 Days On Market

    Current Estimated Value $310,053

    Last Listing Agent Zachary DeCaro Property Works New England

    143 Chipman Rd, Chester, MA 01011
    • 147 Chipman Rd, Chester, MA 01011
      147 Chipman Rd, Chester, MA 01011
      147 Chipman Rd, Chester, MA 01011
      /55

      Est $406,062 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,068 Sq Ft

      147 Chipman Rd, Chester, MA 01011

      147 Chipman Rd, Chester, MA 01011
  • 100 Town Hill Rd, Middlefield, MA 01243
    100 Town Hill Rd, Middlefield, MA 01243
    100 Town Hill Rd, Middlefield, MA 01243
    /6

    $378,500 Pending

    • 3 Beds
    • 1 Bath
    • 15,386 Sq Ft

    100 Town Hill Rd, Middlefield, MA 01243

    If you're dreaming of a true New England lifestyle in the country, look no more! This turn-key one level ranch style home has been meticulously maintained by the original owners over the years. The 7-acre property on TWO parcels includes a huge 30' x 20' well maintained separate garage with 12' ceiling height, 16' barn doors, a workroom and lean-to. All with its own oil heating system and

    Reciprocal Reciprocal Berkshire Reciprocal

    100 Town Hill Rd, Middlefield, MA 01243
  • 120 E River Rd, Middlefield, MA 01243
    120 E River Rd, Middlefield, MA 01243
    120 E River Rd, Middlefield, MA 01243
    /40

    $339,000 Sold Oct 14, 2025

    120 E River Rd, Middlefield, MA 01243

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • Built 1950

    Last Sold Summary

    • 3% Above List Price
    • $314/SF
    • 26 Days On Market

    Last Listing Agent Dennis LeClair RE/MAX Compass

    120 E River Rd, Middlefield, MA 01243
    • 172 Skyline Trail, Middlefield, MA 01243
      172 Skyline Trail, Middlefield, MA 01243
      172 Skyline Trail, Middlefield, MA 01243
      /51

      Est $402,569 Not Listed For Sale

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

      172 Skyline Trail, Middlefield, MA 01243

      172 Skyline Trail, Middlefield, MA 01243
  • 4 Bryan Rd, Middlefield, MA 01243
    4 Bryan Rd, Middlefield, MA 01243
    4 Bryan Rd, Middlefield, MA 01243
    /29

    $129,600 Pending

    • 2 Beds
    • 1 Bath
    • 1,152 Sq Ft

    4 Bryan Rd, Middlefield, MA 01243

    HUD Home, LBP. Lovely two, possibly three bedroom home in a country setting. Many updates in this home. Harwood floors and room for a finished basement. Property is situated on 1 acre of land. HUD Home. Sold "As IS" by electronic bid only. Prop avail 01-27-17. Bids due by 02-05-17 11:59PM Central Time then daily until sold. FHA Case #251-382259. Insured w Escrow Repairs TBD. Eligible for FHA

    Reciprocal Reciprocal Berkshire Reciprocal

    4 Bryan Rd, Middlefield, MA 01243
  • lot 94.2 Skyline Trail, Middlefield, MA 01243
    lot 94.2 Skyline Trail, Middlefield, MA 01243
    lot 94.2 Skyline Trail, Middlefield, MA 01243
    /6

    $30,000 Sold Jun 09, 2025

    lot 94.2 Skyline Trail, Middlefield, MA 01243

    • Land
    • 5 Acres
    • $6,000 per Acre

    Last Sold Summary

    • 14% Below List Price
    • 45 Days On Market

    Last Listing Agent James Adams Hilltown Real Estate by Adams Realty

    lot 94.2 Skyline Trail, Middlefield, MA 01243
    • 32 Chester Rd, Middlefield, MA 01243
      32 Chester Rd, Middlefield, MA 01243
      32 Chester Rd, Middlefield, MA 01243
      /23

      Est $257,951 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,672 Sq Ft

      32 Chester Rd, Middlefield, MA 01243

      32 Chester Rd, Middlefield, MA 01243
  • 71 W Hill Rd, Middlefield, MA 01243
    71 W Hill Rd, Middlefield, MA 01243
    71 W Hill Rd, Middlefield, MA 01243
    /30

    $219,900 Pending

    • 3 Beds
    • 1.5 Baths
    • 2,324 Sq Ft

    71 W Hill Rd, Middlefield, MA 01243

    Reciprocal Reciprocal Berkshire Reciprocal

    71 W Hill Rd, Middlefield, MA 01243
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /5

    $34,000 Sold Jan 31, 2025

    Unlisted Address

    • Land
    • 2.5 Acres
    • $13,600 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 126 Days On Market

    Last Listing Agent Ginger Conner RED HORSE REAL ESTATE, LLC

    Unlisted Address
    • 162 Skyline Trail, Middlefield, MA 01243
      162 Skyline Trail, Middlefield, MA 01243
      162 Skyline Trail, Middlefield, MA 01243
      /47

      Est $292,895 Not Listed For Sale

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

      162 Skyline Trail, Middlefield, MA 01243

      162 Skyline Trail, Middlefield, MA 01243
  • 0 Johnnycake Hill Rd Unit 73378321, Middlefield, MA 01243
    0 Johnnycake Hill Rd Unit 73378321, Middlefield, MA 01243
    0 Johnnycake Hill Rd Unit 73378321, Middlefield, MA 01243
    /12

    $649,900

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

    0 Johnnycake Hill Rd Unit 73378321, 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.

    0 Johnnycake Hill Rd Unit 73378321, Middlefield, MA 01243
  • Lot16 Chester Rd, Middlefield, MA 01011
    Lot16 Chester Rd, Middlefield, MA 01011
    Lot16 Chester Rd, Middlefield, MA 01011
    /9

    $29,900 Sold Jun 06, 2025

    Lot16 Chester Rd, Middlefield, MA 01011

    • Land
    • 5.33 Acres
    • $5,610 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 24 Days On Market

    Last Listing Agent Kim Bergland RED HORSE REAL ESTATE, LLC

    Lot16 Chester Rd, Middlefield, MA 01011
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /11

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
  • 0 Skyline Trail Lot 24, Middlefield, MA 01243
    0 Skyline Trail Lot 24, Middlefield, MA 01243
    /2

    $32,900 Pending

    • Land
    • 10.16 Acres
    • $3,238 per Acre

    0 Skyline Trail Lot 24, Middlefield, MA 01243

    Over 10 acres of country land available for a private homestead, farming operation, or future development. Here is your unique opportunity to own a piece of New England's scenic beauty nestled in the Berkshires. Whether you're looking for a private retreat, a farm, or investment property, the region provides a mix of rolling hills, forests, and open meadows. Bring your vision for this land!

    Phim Mar Byrnes Real Estate Group LLC

    0 Skyline Trail Lot 24, Middlefield, MA 01243
  • 159 Skyline Trail, Middlefield, MA 01243
    159 Skyline Trail, Middlefield, MA 01243
    159 Skyline Trail, Middlefield, MA 01243
    /42

    $421,000 Sold Apr 28, 2025

    159 Skyline Trail, Middlefield, MA 01243

    • 3 Beds
    • 2 Baths
    • 2,044 Sq Ft
    • Built 1890

    Last Sold Summary

    • 11% Above List Price
    • $206/SF
    • 9 Days On Market

    Current Estimated Value $375,333

    Last Listing Agent Aimee Kelly eXp Realty

    159 Skyline Trail, Middlefield, MA 01243
    • 104 W Hill Rd, Hinsdale, MA 01235
      104 W Hill Rd, Hinsdale, MA 01235
      104 W Hill Rd, Hinsdale, MA 01235
      /32

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,100 Sq Ft

      104 W Hill Rd, Hinsdale, MA 01235

      104 W Hill Rd, Hinsdale, MA 01235
  • 113 Skyline Trail, Middlefield, MA 01243
    113 Skyline Trail, Middlefield, MA 01243
    113 Skyline Trail, Middlefield, MA 01243
    /5

    $259,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,935 Sq Ft

    113 Skyline Trail, Middlefield, MA 01243

    Large home on almost 10 acres with an additional 4+ acre lot. Plenty of privacy and room. 12x14 deck off the dining room. Large heated garage with extra high ceilings for the auto enthusiast or collector. Pool is 2 years old, Roof was replaced in 2015. The house has oil heat and a pellet stove the detached garage has propane heat.

    Reciprocal Reciprocal Berkshire Reciprocal

    113 Skyline Trail, Middlefield, MA 01243
  • 116 Skyline Trail, Middlefield, MA 01243
    116 Skyline Trail, Middlefield, MA 01243
    116 Skyline Trail, Middlefield, MA 01243
    /37

    $395,000 Sold Aug 28, 2025

    116 Skyline Trail, Middlefield, MA 01243

    • 3 Beds
    • 2 Baths
    • 1,562 Sq Ft
    • Built 1982

    Last Sold Summary

    • 21% Below List Price
    • $253/SF
    • 142 Days On Market

    Current Estimated Value $394,716

    Last Listing Agent Evamarie Best Wolcott Realty

    116 Skyline Trail, Middlefield, MA 01243
    • 171 Arthur Pease Rd, Middlefield, MA 01243
      171 Arthur Pease Rd, Middlefield, MA 01243
      171 Arthur Pease Rd, Middlefield, MA 01243
      /13

      Not Listed For Sale

      171 Arthur Pease Rd, Middlefield, MA 01243

      171 Arthur Pease Rd, Middlefield, MA 01243
  • 95 W Hill Rd, Middlefield, MA 01243
    95 W Hill Rd, Middlefield, MA 01243
    95 W Hill Rd, Middlefield, MA 01243
    /28

    $339,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,106 Sq Ft

    95 W Hill Rd, Middlefield, MA 01243

    Custom built in 2016 and nestled on 9.75 tranquil acres, this Ranch offers privacy, and peaceful singe-level living. This home features 2 heated attached garage spaces and a drive-under garage in the back. Inside you will find cathedral ceilings and hardwood floors that flow throughout the main level, highlighting an open-concept kitchen with quartz counters, a large peninsula, a breakfast nook,

    Authier LaDuke Team Coldwell Banker Realty - Western MA

    95 W Hill Rd, Middlefield, MA 01243
    • Lot97 Town Hill Rd, Middlefield, MA 01243
      Lot97 Town Hill Rd, Middlefield, MA 01243
      Lot97 Town Hill Rd, Middlefield, MA 01243
      /9

      Not Listed For Sale

      Lot97 Town Hill Rd, Middlefield, MA 01243

      Lot97 Town Hill Rd, Middlefield, MA 01243
    • 113 Chipman Rd, Middlefield, MA 01011
      113 Chipman Rd, Middlefield, MA 01011
      113 Chipman Rd, Middlefield, MA 01011
      /56

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,756 Sq Ft

      113 Chipman Rd, Middlefield, MA 01011

      113 Chipman Rd, Middlefield, MA 01011
    • 108 Chipman Rd, Chester, MA 01011
      108 Chipman Rd, Chester, MA 01011
      108 Chipman Rd, Chester, MA 01011
      /41

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,000 Sq Ft

      108 Chipman Rd, Chester, MA 01011

      108 Chipman Rd, Chester, MA 01011
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /7

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
    • 576 E River Rd, Huntington, MA 01050
      576 E River Rd, Huntington, MA 01050
      576 E River Rd, Huntington, MA 01050
      /9

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 720 Sq Ft

      576 E River Rd, Huntington, MA 01050

      576 E River Rd, Huntington, MA 01050
    • 131 River Rd, Middlefield, MA 01050
      131 River Rd, Middlefield, MA 01050
      131 River Rd, Middlefield, MA 01050
      /43

      Est $271,912 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,560 Sq Ft

      131 River Rd, Middlefield, MA 01050

      131 River Rd, Middlefield, MA 01050
    • 153 Skyline Trail, Middlefield, MA 01243
      153 Skyline Trail, Middlefield, MA 01243
      153 Skyline Trail, Middlefield, MA 01243
      /143

      Est $282,721 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 945 Sq Ft

      153 Skyline Trail, Middlefield, MA 01243

      153 Skyline Trail, Middlefield, MA 01243
    • 140 Arthur Pease Rd, Chester, MA 01011
      140 Arthur Pease Rd, Chester, MA 01011
      140 Arthur Pease Rd, Chester, MA 01011
      /43

      Est $482,712 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,496 Sq Ft

      140 Arthur Pease Rd, Chester, MA 01011

      140 Arthur Pease Rd, Chester, MA 01011
    • 107 Chipman Rd, Middlefield, MA 01243
      107 Chipman Rd, Middlefield, MA 01243
      107 Chipman Rd, Middlefield, MA 01243
      /14

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,400 Sq Ft

      107 Chipman Rd, Middlefield, MA 01243

      107 Chipman Rd, Middlefield, MA 01243
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /16

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /21

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /15

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
    • 80 Town Hill Rd, Middlefield, MA 01243
      80 Town Hill Rd, Middlefield, MA 01243
      80 Town Hill Rd, Middlefield, MA 01243
      /44

      Est $375,564 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,209 Sq Ft

      80 Town Hill Rd, Middlefield, MA 01243

      80 Town Hill Rd, Middlefield, MA 01243
    • 25 Bell Rd, Middlefield, MA 01243
      25 Bell Rd, Middlefield, MA 01243
      25 Bell Rd, Middlefield, MA 01243
      /24

      Est $274,349 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,344 Sq Ft

      25 Bell Rd, Middlefield, MA 01243

      25 Bell Rd, Middlefield, MA 01243
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /6

      Not Listed For Sale

      Unlisted Address

      Unlisted Address

Showing Results 1 - 40, Page 1 of 12

Massachusetts Hampshire County Middlefield

Real Estate & Homes

Home Trends in Middlefield, MA

On average, homes in Middlefield, MA sell after 67 days on the market compared to the national average of 53 days. The median sale price for homes in Middlefield, MA over the last 12 months is $395,000, up 51% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$395,000
Median Single Family Sale Price
$395,000
Average Price Per Sq Ft
$247
Number of Homes for Sale
1
Last 12 months Home Sales
5
Months of Supply
2.40
Median List Price
$379,900
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
51%
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