23 Trailside Rd, Medfield, MA 02052
OFF MARKET

23 Trailside Rd
Medfield, MA 02052

  • 4 Beds
  • 3.5 Baths
  • 4,513 sqft (on 0.92 acres)

$1,692,700

Trulia Estimate
as of Jun 12, 2026
Est. Refi. Payment $8,656/mo*
Refinance Your Home

$1,692,700

Trulia Estimate
as of Jun 12, 2026
Est. Refi. Payment $8,656/mo*
Refinance Your Home
4 Beds
3.5 Baths
4,513 sqft
(on 0.92 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

BACK ON MARKET due to buyers inabilty to perform.Stately 4 bedroom Colonial located on one of Medfield's prettiest streets. Soaring ceilings, custom millwork & gleaming hardwoods throughout this 4500sf home. Expansive kitchen with two islands & custom cabinets will make entertaining a dream; featuring a gas fireplace & breakfast nook. The open floor plan continues into the vaulted great room with brick fireplace. Front to back dining room & living room & a sun room, overlook the private backyard and finish out this level. Upstairs boasts a spectacular primary bedroom with walk-in closet & luxurious bathroom. Three additional bedrooms & a full bathroom complete the 2nd floor. Walk up 3rd floor attic has potential for future expansion. Lower level in-law suite with private entrance & garage access offers a spacious living room, bedroom & bathroom. Cul-de-sac location, circular driveway & professional landscaping showcase the bucolic setting of this property. Award winning Medfield school
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from September 26, 2024

Home Highlights

Parking
2 Car Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 23 Trailside Rd

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4513 Square Feet
Appliances & Utilities
Utilities: for Electric Range, for Electric Dryer, Washer HookupAppliances: Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, DryerDishwasherDisposalDryerLaundry: Flooring - Stone/Ceramic Tile,Second Floor,Electric Dryer Hookup,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Oil,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Family Room, KitchenHas a FireplaceNo Spa
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Insulated WindowsFlooring: Wood, Tile, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Levels, Entrance, & Accessibility
Floors: Wood, Tile, Flooring Hardwood, Flooring Stone Ceramic Tile

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck - Exterior, DeckExterior: Deck, Professional LandscapingFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 6No CarportHas a GarageHas an Attached GarageParking Spaces: 8Parking: Attached,Under,Off Street,Stone/Gravel
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: StoneNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:0053 B:0000 L:0001, 114712

Price & Status

Price
List Price: $1,375,000
Status Change & Dates
Off Market Date: Sun Sep 01 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Medfield

Building

Building Area
Building Area: 4513 Square Feet

Community

Community Features: Public Transportation, Conservation Area, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.92 acres

Offer

Contingencies: Pending P&SListing Terms: Other (See Remarks)

Miscellaneous

BasementMls Number: 73254758

Additional Information

Public TransportationConservation AreaPublic School
Last check for updates: about 2 hours ago
Listed by Elaine Patterson, (781) 752-9181
Coldwell Banker Realty - Westwood, (781) 320-0550
Bought with: Sean Coen, (617) 784-1167, Leopold & McMasters Realty, (617) 208-8020
Source: MLS PIN, MLS#73254758

Price History for 23 Trailside Rd

DatePriceEventSource
09/25/2024$1,300,000Sold
MLS PIN #73254758
08/19/2024$1,375,000ContingentMLS PIN #73254758
08/14/2024$1,375,000PendingToActiveMLS PIN #73254758
07/24/2024$1,395,000ContingentMLS PIN #73254758
07/11/2024$1,395,000PriceChange
MLS PIN #73254758
06/19/2024$1,499,000Listed For SaleMLS PIN #73254758
11/26/2021ListingRemovedZillow Rental Manager
10/26/2021$1,000Listed For RentZillow Rental Manager
08/29/2021ListingRemovedZillow Rental Manager
08/23/2021$1,000Listed For RentZillow Rental Manager
04/21/1995$166,000Sold
N/A
05/06/1994$145,000Sold
N/A

Market trends in Medfield

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
37
1MoM
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Property Tax and Assessment

Year2025
Tax$18,212
Assessment$1,319,700
Home facts updated by county records

Homeowner tools

Estimated monthly rent$2,402/mo
List your home for rent

Comparable Sales for 23 Trailside Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
18 Birch Ln, Medfield, MA
0.20
Single-Family Home
$1,369,500
10/14/25
4
2.5
3,872
104 Wood End Ln, Medfield, MA
0.26
Single-Family Home
$1,355,000
04/01/26
4
3
2,933
32 Draper Rd, Dover, MA
0.81
Single-Family Home
$1,905,000
07/17/25
4
4
5,813
17 Bridle Path, Walpole, MA
1.23
Single-Family Home
$1,275,000
02/13/26
4
3.5
4,305
17 Boyden Rd, Medfield, MA
0.76
Single-Family Home
$1,930,000
04/30/26
5
4
5,669
9 Wildwood Dr, Medfield, MA
0.82
Single-Family Home
$874,900
09/04/25
4
3
2,369
12 Belknap Rd, Medfield, MA
0.78
Single-Family Home
$850,000
03/03/26
4
3
1,732

Nearby homes

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Assigned Schools

These are the assigned schools for 23 Trailside Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

  • 63 % Say there are sidewalks

  • 62 % Say there are community events

  • 47 % Say it's walkable to restaurants

  • 46 % Say streets are well-lit

  • 41 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • 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

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The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
23 Trailside Rd, Medfield, MA 02052 is a 4 bedroom, 4 bathroom, 4,513 sqft single-family home built in 1995. This property is not currently available for sale. 23 Trailside Rd was last sold on Sep 25, 2024 for $1,300,000 (5% lower than the asking price of $1,375,000). The current Trulia Estimate for 23 Trailside Rd is $1,692,700.