Trailside Rd, Medfield, MA 02052
OFF MARKET

$827,200

Trulia Estimate
  • Studio

Trailside Rd, Medfield, MA 02052

Est. Refi. Payment $5,310/mo*
Refinance Your Home

Home Value

Trulia Estimate
$827K
Since last month
Increased$29K (+3.5%)
Since last year
Decreased$113K (-11.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value decreased by -28% in the last 10 years
MonthEstimated value
2026
October 2026$865K
September 2026$875K
August 2026$836K
July 2026$1.01M
June 2026$939K
May 2026$984K
April 2026$990K
March 2026$1.02M
February 2026$791K
January 2026$1.23M
2025
2024
2023

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
12 Birch Ln, Medfield, MA
0.12
Single-Family Home
$1,850,000
07/09/26
5
3.5
5,507
86 Wood End Ln, Medfield, MA
0.37
Single-Family Home
$1,150,000
07/30/26
4
2.5
3,182
112 Wood End Ln, Medfield, MA
0.50
Single-Family Home
$1,224,000
09/30/26
4
3
3,581
104 Wood End Ln, Medfield, MA
0.46
Single-Family Home
$1,355,000
04/01/26
4
3
2,933
42 Hartford St, Dover, MA
0.63
Single-Family Home
$3,400,000
10/30/25
5
6.5
7,500
17 Boyden Rd, Medfield, MA
0.78
Single-Family Home
$1,930,000
04/30/26
5
4
5,669
9 Schaffner Ln, Dover, MA
0.67
Single-Family Home
$2,790,000
09/04/26
5
6.5
6,720
145 Walpole St, Dover, MA
0.99
Single-Family Home
$1,750,000
12/01/25
5
3
3,814
99 Hartford St, Medfield, MA
0.82
Single-Family Home
$1,615,000
06/18/26
5
4.5
4,904
42 Vine Brook Rd, Medfield, MA
0.91
Single-Family Home
$1,925,000
06/08/26
5
4
4,306

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
5 Trailside Rd, Medfield, MA 02052
0.03
$1,294,400
4
3
2,686
Off Market
8 Trailside Rd, Medfield, MA 02052
0.03
$1,443,800
4
3
2,771
Off Market
4 Trailside Rd, Medfield, MA 02052
0.03
$1,411,300
4
3
2,618
Off Market
1 Trailside Rd, Medfield, MA 02052
0.05
$1,355,000
4
3
3,196
Off Market
10 Trailside Rd, Medfield, MA 02052
0.06
$1,576,200
4
3
3,325
Off Market
2 Trailside Rd, Medfield, MA 02052
0.06
$1,329,700
5
2.5
3,714
Off Market
22 Main St, Medfield, MA 02052
0.07
$1,290,100
4
2.5
3,000
Off Market
9 Trailside Rd, Medfield, MA 02052
0.07
-
-
-
-
Off Market
15 Birch Ln, Medfield, MA 02052
0.07
$1,535,800
4
3
3,122
Off Market
5 Birch Ln, Medfield, MA 02052
0.08
-
-
-
-
Off Market
19 Birch Ln, Medfield, MA 02052
0.09
$1,496,000
4
3
3,072
Off Market
19 Birch Rd, Medfield, MA 02052
0.09
$1,286,500
Studio
-
-
Off Market
15 Trailside Rd, Medfield, MA 02052
0.09
$1,640,600
5
4
3,758
Off Market
1 Birch Ln, Medfield, MA 02052
0.09
$1,383,600
4
2.5
3,100
Off Market
14 Trailside Rd, Medfield, MA 02052
0.11
$1,598,000
4
3
3,792
Off Market
12 Birch Ln, Medfield, MA 02052
0.12
$1,850,000
5
3.5
5,507
Recently Sold
14 Birch Ln, Medfield, MA 02052
0.12
$1,671,300
4
4
4,774
Off Market
17 Trailside Rd, Medfield, MA 02052
0.12
$1,717,300
5
3.5
4,368
Off Market
3 Valley Rd, Medfield, MA 02052
0.12
$1,841,700
5
3
4,250
Off Market
25 Birch Rd, Medfield, MA 02052
0.13
-
-
-
-
Off Market

Local Information

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

Home Highlights

Single-Family Home
2.64 acre lot

About this House

This single-family home is located at Trailside Rd, Medfield, MA. Trailside Rd is in Medfield, MA and in ZIP code 02052. This property has a lot size of 2.64 acres.
Trailside Rd, Medfield, MA 02052 is a studio single-family home. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $827,200, with a rent estimate of $5,462/month.

Home Details for Trailside Rd

Property Information

Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 2.64 acres

Price and Tax history

YearProperty taxTax assessment
2025
$938
$52,800
Home facts updated by county records

Market trends in Medfield

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
22
5MoM
Sourced by Trulia Market Trends

Around this home

What Locals Say about Medfield

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 79% say there's holiday spirit
  • 73% say neighbors are friendly
  • 62% say there are sidewalks
Trulia Trick or TreatStart Ghost Hunt
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 "
    1
    Flag
  • Coneil702
    "Great location and walkable and close to the town center. New playground down the street and lots of families and kids."
    0
    Flag
  • 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"
    0
    Flag
  • 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."
    0
    Flag
  • 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
    Flag
  • 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.. "
    0
    Flag
  • 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!"
    0
    Flag
  • 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!"
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about Trailside Rd

  • What is Trailside Rd estimated to be worth?
    Trulia's estimated value for Trailside Rd in Medfield, MA is $827,200.
  • Is Medfield a buyer's or seller's market?
    Medfield is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Medfield?
    Residents describe Medfield, MA as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Medfield, MA.
  • What are the closest schools to Trailside Rd?
    The closest schools to Trailside Rd in Medfield, MA are Dale Street School (Elementary, rated 9/10), Medfield Senior High School (rated 9/10), Memorial School (Pre-K/Elementary).
  • How big is the lot at Trailside Rd?
    The lot at Trailside Rd in Medfield, MA is about 2.6 acres.

Explore by feature - Air Conditioning

10 rentals with air conditioning in Medfield, MA

Explore by feature - Washer/dryer

9 rentals with a washer/dryer in Medfield, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near Trailside Rd

Skip to last item
Skip to first item

Homes for sale near Trailside Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item