40 Trailside Rd, Medfield, MA 02052
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OFF MARKET

    40 Trailside Rd, Medfield, MA 02052

    Home Value

    Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

    Comparable sales

    These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    96 County St #20B, Walpole, MA
    0.46
    Lot/Land
    $600,000
    07/23/26
    -
    -
    96 County St #20A, Walpole, MA
    0.46
    Lot/Land
    $600,000
    06/05/26
    -
    -
    6 Hearthstone Dr, Medfield, MA
    0.60
    Lot/Land
    $715,000
    07/31/26
    -
    -
    11 Stonegate Ln, Westwood, MA
    1.36
    Lot/Land
    $1,300,000
    04/02/26
    -
    -
    70 Gould St, Walpole, MA
    2.78
    Lot/Land
    $325,000
    01/09/26
    -
    -
    300 Nahatan St, Westwood, MA
    3.36
    Lot/Land
    $1,395,000
    10/31/25
    -
    -
    Charles St, Walpole, MA
    4.09
    Lot/Land
    $12,000
    11/07/25
    -
    -
    25 Birch St, Millis, MA
    3.94
    Lot/Land
    $579,900
    09/18/26
    -
    -
    13 Stop River Rd, Norfolk, MA
    4.08
    Lot/Land
    $249,000
    11/04/25
    -
    -
    55 Willow St, Dover, MA
    4.21
    Lot/Land
    $2,000,000
    08/17/26
    -
    -

    Nearby home prices

    Get a sense of expected prices in the area by checking the value of nearby homes.
    Address
    Distance
    Price
    Bed
    Bath
    Sqft
    Status
    23 Trailside Rd, Medfield, MA 02052
    0.03
    $1,677,000
    4
    3.5
    4,513
    Off Market
    17 Trailside Rd, Medfield, MA 02052
    0.07
    $1,725,400
    5
    3.5
    4,368
    Off Market
    18 Birch Ln, Medfield, MA 02052
    0.17
    $1,499,600
    4
    2.5
    3,872
    Off Market
    80 Wood End Ln, Medfield, MA 02052
    0.17
    $1,325,800
    4
    2.5
    3,207
    Off Market
    70 Main St, Medfield, MA 02052
    0.20
    $2,193,600
    7
    5.5
    5,048
    Off Market
    86 Wood End Ln, Medfield, MA 02052
    0.20
    $1,150,000
    4
    2.5
    3,182
    Recently Sold
    12 Birch Ln, Medfield, MA 02052
    0.22
    $1,850,000
    5
    3.5
    5,507
    Recently Sold
    70-74 Main St, Medfield, MA 02052
    0.22
    -
    7
    5.5
    5,048
    Off Market
    2 Trailside Rd, Medfield, MA 02052
    0.23
    $1,337,600
    4
    2.5
    3,714
    Off Market
    92 Wood End Ln, Medfield, MA 02052
    0.23
    $987,400
    3
    2.5
    1,971
    Off Market
    80 Main St, Medfield, MA 02052
    0.27
    $1,556,400
    4
    2.5
    3,178
    Off Market
    104 Wood End Ln, Medfield, MA 02052
    0.28
    $1,355,000
    4
    3
    2,933
    Recently Sold

    Homes for rent near 40 Trailside Rd

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    Local Information

    • Map ViewExplore the area around 40 Trailside Rd.
    • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
    • Shop & Eat
    -- mins to
    Commute Destination

    Home Highlights

    Lot/Land
    3.59 acre lot

    About this House

    Rare opportunity now available to purchase 3.59 acres of secluded land in Medfield. Hard to come by and ideally situated on a cul-de-sac surrounded by lush forest, this lot offers privacy and endless possibilities- perfect for a family compound and potentially a subdivision of 3 homes. Seller has preliminary plans in hand that were never submitted for approval. Close to major highways, public transportation, and shopping. The lot has been partially cleared and trees have been removed. Buyer to do their own due diligence regarding permitting, utilities, etc. Seller makes no representation.
    40 Trailside Rd, Medfield, MA 02052 is a lot/land. This property is not currently displayed as for sale or rent on Trulia.

    Home Details for 40 Trailside Rd

    Property Information

    Property Type / Style
    Property Type: Lot Land

    Lot Information

    Lot Area: 3.59 acres

    Price and Tax history

    DateEventPrice
    May 22, 2025
    Source: MLS PIN #73369313
    		ListingRemoved
    $925,000
    May 4, 2025
    Source: MLS PIN #73369313
    		Listed For Sale
    $925,000
    Jan 19, 2022
    Source: MLS PIN #72787790
    		ListingRemoved
    Apr 10, 2021
    Source: MLS PIN #72787790
    		PriceChange
    $925,000
    Price decreased by 7%
    Feb 19, 2021
    Source: MLS PIN #72787790
    		Listed For Sale
    $989,900

    Market trends in Medfield

    Last updated August 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    —
    Sale-to-List Price
    —
    Price per sq ft
    —
    Available listings
    17
    4    MoM

    Around this home

    What Locals Say about Medfield

    At least 39 Trulia users voted on each feature.

    • 93 % Say it's dog friendly

    • 89 % Say parking is easy

    • 88 % Say car is needed

    • 85 % Say yards are well-kept

    • 83 % Say it's quiet

    • 82 % Say kids play outside

    • 80 % Say people would walk alone at night

    • 79 % Say there's holiday spirit

    • 73 % Say neighbors are friendly

    • 65 % Say they plan to stay for at least 5 years

    • 64 % Say there's wildlife

    • 62 % Say there are sidewalks

    • 61 % Say there are community events

    • 48 % Say it's walkable to restaurants

    • 45 % Say streets are well-lit

    • 41 % Say it's walkable to grocery stores

    Sourced by Trulia users. Learn more about our methodology.
    • Frank
      "Great neighborhood "
      0
      Flag
    • Coneil702
      "Great location and walkable and close to the town center. New playground down the street and lots of families and kids."
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    • Frank
      "Great town with great people. Kim’s friendly and welcoming. Good sense of community but large lots and good privacy. "
      1
      Flag
    • Jim_caro
      "Multiple times throughout the year the neighborhood gets together for enemy’s. More importantly everyone is friendly and looks after one another."
      3
      Flag
    • Bob I.
      "difficult to Boston, ok to other more local areas. rt 109 difficult thr5u Medfield. lacks major connecor to Area highways."
      3
      Flag
    • Kieron
      "Very safe neighborhood. Lots of space in many areas A little further out from 95 than say Wellesley or Natick but the balance is a quieter area"
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    • hughsenergy
      "We went to a block party at this home and it was a great time. Lots of kids in the neighborhood. Everyone takes excellant care of their homes."
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    • The W. T.
      "Having been a resident in Medfield since 2002, I can say without question it is a fantastic place to live! There are so many area amenties, yet Medfield hasn't lost that small town feel. People are friendly and outgoing and they are completely vested in the community. There is great dining, a premier Health/Tennis Club, as well as a School System that is Nationally recognized. Ask anyone who lives here, Medfield is a tough place to leave but you will always feel welcome when you come back! I couldn't be happier living here."
      2
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    • Marie Z.
      "I live & work in Medfield. This neighborhood is a mix of every style home and price range. It has sidewalks, 2 entrances into n'hood & loops around 2 streets great for walking with dogs, strollers, kids on bikes, etc.. There are approx 60 homes and over 29+ kids from newborn to HS. An easy walk to town and safe. An active n'hood with annual block parties, girls and men nite out, Halloween parades, etc.. "
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    • Alison B.
      "This is a great area to live - easy commuting area - this in particular has beautiful views of the Charles River - is a perfect area for young families - great schools, and very beautiful town center with restaurants, new library and new town hall! Schools are award winning!"
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    • Alison B.
      "Not only is Medfield a wonderful town to raise a family, superior schools, beautiful New England Town Center plus easy to commute into both Boston and Providence area. You do not need to travel far for 4 star restaurants, Charles River runs through town - creating great sporting for those who fish, kyack and canoe, Noon Hill Reservation as well as Rocky Woods Reservations offers wonderful walking/hiking trails as well as perfect mountain bike trails - a hidden gem!"
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    Off Market Homes Near 40 Trailside Rd

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