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Recently Sold Middlefield, MA Homes

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  • 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

    • Land
    • 5.00 Acres
    • $6,000 per Acre
    • 45 Days On Market

    lot 94.2 Skyline Trail, Middlefield, MA 01243

    A great price for this wooded lot which is walking distance to Middlefield center. The land is relatively flat. An old cabin is on the property but may need to come down. Middlefield has so much to offer. Come take a look. You will love the property.

    James Adams Hilltown Real Estate by Adams Realty

    lot 94.2 Skyline Trail, 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

    • Land
    • 5 Acres
    • $5,610 per Acre
    • 24 Days On Market

    Lot16 Chester Rd, Middlefield, MA 01011

    Good sized lot - over five acres - on Chester Road in the town of Middlefield. Located just off Skyline Trail this wooded lot is a great place to build a house and start something new.

    Kim Bergland RED HORSE REAL ESTATE, LLC

    Lot16 Chester Rd, Middlefield, MA 01011
  • 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

    • 2,044 Sq Ft
    • $206/SF
    • 9 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1890

    159 Skyline Trail, Middlefield, MA 01243

    A VIEW SO GOOD YOU WILL NEVER WANT TO LEAVE! Perched in the peaceful Hilltowns, this timeless 1890 Colonial blends historic charm with modern updates. Bathed in natural light, it offers breathtaking sunset views from the back of the home. Thoughtful upgrades include a converted garage-turned-home gym with new heating, insulation, windows, flooring & garage door. The home has also been enhanced

    Aimee Kelly eXp Realty

    159 Skyline Trail, 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

    • 1,486 Sq Ft
    • $194/SF
    • 113 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1988

    143 Chipman Rd, Chester, MA 01011

    *Highest and Best offers due by 1PM on 1/13/25* Come see this exquisite contemporary style home featuring two bedrooms, two full bathrooms, and a generous 1,486 square feet of living area. Nestled on a 3-acre lot, the property is surrounded by trees, ensuring both privacy and serenity. Upon entering, you will be greeted by an abundance of natural light pouring in through the numerous custom-sized

    Zachary DeCaro Property Works New England

    143 Chipman Rd, Chester, MA 01011
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /5

    $34,000 Sold Jan 31, 2025

    • Land
    • 2.50 Acres
    • $13,600 per Acre
    • 126 Days On Market

    Unlisted Address

    Great Parcel of land on a country road in Middlefield with low taxes. Some of this parcel was cleared a few years back but has now grown back in. Will be easy to clear again. Farms on both the back and front sides of this land. New perc test have been done at 11 MPI and 9.3 MPI. Very good rates. There is a small sign and white ribbon in the tree. Please feel free to drive by.

    Ginger Conner RED HORSE REAL ESTATE, LLC

    Unlisted Address
  • 131 River Rd, Middlefield, MA 01050
    131 River Rd, Middlefield, MA 01050
    131 River Rd, Middlefield, MA 01050
    /43

    $262,000 Sold Nov 21, 2024

    • 1,560 Sq Ft
    • $168/SF
    • 123 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1963

    131 River Rd, Middlefield, MA 01050

    Discover your perfect retreat with this fully updated & furnished contemporary home set on serene East River Rd. Nestled between conservation land & the tranquil river,the property offers a unique combination of seclusion & accessibility. Enjoy outdoor entertaining on the newly constructed platform- perfect for dining to soothing river sounds. Mornings start with coffee on the kitchen

    Kim Bergland RED HORSE REAL ESTATE, LLC

    131 River Rd, Middlefield, MA 01050
  • 147 Chipman Rd, Chester, MA 01011
    147 Chipman Rd, Chester, MA 01011
    147 Chipman Rd, Chester, MA 01011
    /55

    $380,000 Sold Nov 15, 2024

    • 2,068 Sq Ft
    • $184/SF
    • 169 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2006

    147 Chipman Rd, Chester, MA 01011

    GLENDALE BROOK CONTEMPORARY!!! Three bedroom, 2.5 bath contemporary featuring an open floor plan, main level primary bedroom & bath and a trail leading to the wild streambed of Glendale Brook. Enter the foyer through the oversized 2 car garage. The main level incudes the living/dining room with a slider to the sunny deck, a kitchen off the the dining area with a pantry closet, half bath &

    Kim Bergland RED HORSE REAL ESTATE, LLC

    147 Chipman Rd, Chester, MA 01011
  • 172 Skyline Trail, Middlefield, MA 01243
    172 Skyline Trail, Middlefield, MA 01243
    172 Skyline Trail, Middlefield, MA 01243
    /51

    $402,000 Sold Oct 29, 2024

    • 3,104 Sq Ft
    • $130/SF
    • 23 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1787

    172 Skyline Trail, Middlefield, MA 01243

    This beautiful property sits on 3.64 acres and consists of a cape with in-law apartment and its classified as a two-family. The main home features living room/den, large bedroom with skylights, spacious kitchen with laundry, 2 full bathrooms and large primary bedroom currently being used as an office. Upstairs you will find 2 additional bedrooms with skylights. The apartment offers an open space

    Maria Liccardi LAMACCHIA REALTY, INC

    172 Skyline Trail, 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

    $30,000 Sold Sep 18, 2024

    • Land
    • 2.58 Acres
    • $11,628 per Acre
    • 171 Days On Market

    0 Arthur Pease Rd, Middlefield, MA 01243

    Get away from the busy city life and build your dream home on this beautiful private, 2.58 acre lot partially cleared. Perfect for nature lovers and privacy seekers. Enjoy the crisp clean air of county living but still be close to area attractions: Chester Theatre, Jacobs Pillow, Glendale Falls, Blueberry picking and Apple picking. Buyer to preform due diligence on the property and it's usage.

    Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

    0 Arthur Pease Rd, Middlefield, MA 01243
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /11

    $32,000 Sold Aug 30, 2024

    • Land
    • 6 Acres
    • $5,766 per Acre
    • 27 Days On Market

    Unlisted Address

    Beautiful Skyline Trail six-acre parcel with new percolation test. Small cut in ruff driveway with new perc test. This will be an easy parcel to start building. Skyline Trail is one of the most scenic roads in the Berkshires. Very level land & gorgeous Cattle farming to blue berry farms. Home of the Glendale Falls wild and rocky Glendale brook one of the state's highest and longest waterfalls

    Ginger Conner RED HORSE REAL ESTATE, LLC

    Unlisted Address
Massachusetts Middlefield

Recently Sold Real Estate & Homes in Middlefield, MA

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