21 Winter St, Medfield, MA 02052
Property image
Property image
SOLD
MAR 27, 2026

$1,867,700

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 3,710 sqft (on 0.57 acres)

21 Winter St, Medfield, MA 02052

Est. Refi. Payment $11,624/mo*
Refinance Your Home
Currently Off Market - Sold Mar 27, 2026 for $1,829,000 (1% below list price)

Home Value

Trulia Estimate
$1.87M
Since last month
Increased$9K (+0.5%)
Since last year
Decreased$6K (-0.3%)
Since last sale
Increased$42K (+2.3%)
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 0% in the last 10 years
MonthEstimated value
2026
September 2026$1.87M
August 2026$1.87M
July 2026$1.86M
June 2026$1.84M
May 2026$1.83M
April 2026$1.83M
March 2026$1.81M
February 2026$1.8M
January 2026$1.8M
2025

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
23 Winter St, Medfield, MA
0.02
Single-Family Home
$1,750,000
08/21/26
4
3.5
3,710
14 Harding St, Medfield, MA
0.33
Single-Family Home
$1,125,000
01/12/26
3
2.5
3,380
12 Spruce Way, Medfield, MA
0.35
Single-Family Home
$1,240,000
12/01/25
4
2.5
2,815
17 Maplewood Rd, Medfield, MA
0.31
Single-Family Home
$1,235,000
08/20/26
4
2.5
2,656
5 Nye Rd, Medfield, MA
0.72
Single-Family Home
$1,380,000
06/10/26
4
2.5
2,461
18 Emerson Rd, Medfield, MA
0.28
Single-Family Home
$985,000
07/15/26
3
2
1,672
29 Brastow Dr, Medfield, MA
0.85
Single-Family Home
$1,230,000
07/15/26
4
2.5
3,261
74 Flint Locke Ln, Medfield, MA
0.70
Single-Family Home
$1,670,000
07/13/26
4
3.5
3,766
35 Marlyn Rd, Medfield, MA
0.88
Single-Family Home
$1,350,000
08/06/26
4
2.5
2,644

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 Winter St, Medfield, MA 02052
0.02
$1,750,000
4
3.5
3,710
Recently Sold
20 Winter St, Medfield, MA 02052
0.09
$1,679,000
5
2.5
4,208
For Sale
2 Flint Locke Ln, Medfield, MA 02052
0.06
$1,249,900
4
3
2,778
Off Market
10 Cedar Ln, Medfield, MA 02052
0.16
$1,241,300
4
2.5
2,964
Off Market
227 North St, Medfield, MA 02052
0.20
$1,765,100
4
3.5
3,300
Off Market
21 Pine St, Medfield, MA 02052
0.18
$2,539,300
5
5.5
5,046
Off Market
29 Kenney Rd, Medfield, MA 02052
0.18
$1,371,800
5
2.5
2,896
Off Market
1 Scott Rd, Medfield, MA 02052
0.24
-
4
3.5
2,498
Off Market
12 Lantern Ln, Medfield, MA 02052
0.24
$858,700
4
2.5
1,828
Off Market
10 Emerson Rd, Medfield, MA 02052
0.24
$1,116,400
4
1.5
1,988
Off Market
17 Maplewood Rd, Medfield, MA 02052
0.31
$1,235,000
4
2.5
2,656
Recently Sold

Local Information

  • Map ViewExplore the area around 21 Winter St.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2025
0.57 acre lot
3,710 sqft
$493/sqft
2 Car Garage

About this House

Stunning new construction, one of Medfield's premier builders, perfectly set on a professionally landscaped parcel within walking distance to the charming Town center.Streaming with natural light, this open floor plan features: 9' ceilings on 1st floor, spacious chef's kitchen, center island with beverage refrigerator, SS appliances, gas cooktop, double ovens, custom cabinetry, quartz countertops, large rear deck, gas FP in Family room, lovely Dining+Living room for entertaining, quiet Study with French doors, quality millwork, hardwood floors up and down except for tile in the mud room, baths and laundry, main bedroom with luxury bath and sitting room, guest bedroom ensuite, two additional bedrooms plus a full bath, a cozy loft area and second floor laundry. Room for expansion in the Lower Level, plumbed for a full bath. Super location, north side of Town near the Racecourse, walking trails, playground, Hinkley Pond, schools, restaurants+shopping. Nearing final completion!
21 Winter St, Medfield, MA 02052 is a 4 bedroom, 4 bathroom, 3,710 sqft single-family home built in 2025. It last sold for $1,829,000 on Mar 27, 2026 (1% below the $1,839,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,867,700, with a rent estimate of $7,240/month.
Last check for updates: about 14 hours ago
Listed by Mary Ellen Hoey, (508) 254-8746
Berkshire Hathaway HomeServices Page Realty, (508) 359-2331
Bought with: The Bohlin Group, (508) 944-4580, Compass, (617) 206-3333
Source: MLS PIN, MLS#73454414

Home Details for 21 Winter St

Interior Features

Interior Details
Basement: Full,Interior Entry,Bulkhead,Radon Remediation System,Concrete,UnfinishedNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, 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: 3710 Square Feet
Appliances & Utilities
Utilities: for Electric Oven, for Gas Dryer, for Electric Dryer, Washer Hookup, Icemaker ConnectionAppliances: Water Heater, Tankless Water Heater, Oven, Dishwasher, Disposal, Microwave, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Dishwasher, Vacuum System, Range Hood, Cooktop, Plumbed For Ice MakerDishwasherDisposalLaundry: Flooring - Stone/Ceramic Tile,Electric Dryer Hookup,Gas Dryer Hookup,Recessed Lighting,Washer Hookup,Lighting - Overhead,Second FloorMicrowave
Heating & Cooling
Heating: Forced Air,Propane,Leased Propane TankHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Family RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers, 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Bay/Bow/Box, Insulated Windows, ScreensDoor: French Doors, Insulated DoorsFlooring: Tile, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood, Flooring Hardwood, Flooring Stone Ceramic Tile

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, Deck - CompositeExterior: Porch, Deck - Composite, Rain Gutters, Professional Landscaping, Sprinkler System, ScreensFoundation: Concrete Perimeter, IrregularSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Attached,Garage Door Opener,Paved Drive,Off Street,Tandem,Paved
Frontage
Waterfront: Lake/Pond, Walk to, 3/10 to 1/2 Mile To Beach, Beach Ownership(Public)Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3710

Property Information

Year Built
Year Built: 2025
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Frame, Stone, Cement BoardNot Attached PropertyIncludes Home Warranty

Price & Status

Price
List Price: $1,839,000Price Per Sqft: $493/sqft
Status Change & Dates
Off Market Date: Sun Feb 08 2026

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: MedfieldCommunity: Pine Needle Park Area
School Information
Elementary School: Mem/Wheelk/DaleJr High / Middle School: Blake MsHigh School: Medfield Hs

Building

Building Area
Building Area: 3710 Square Feet

Community

Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Laundromat, Conservation Area, Highway Access, House of Worship, Private School, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.57 acres

Offer

Contingencies: Pending P&SListing Terms: Contract, Lender Approval Required

Energy

Energy Efficiency Features: Thermostat

Miscellaneous

BasementMls Number: 73454414Above Grade Unfinished Area: 3710

Additional Information

Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsStable(s)LaundromatConservation AreaHighway AccessHouse of WorshipPrivate SchoolPublic School

Price and Tax history

DateEventPrice
Mar 27, 2026
Source: MLS PIN #73454414
Sold
$1,829,000
Feb 9, 2026
Source: BHHS broker feed #73454414
Pending
$1,839,000
Jan 27, 2026
Source: MLS PIN #73454414
Contingent
$1,839,000
Jan 15, 2026
Source: MLS PIN #73454414
PriceChange
$1,839,000
Price decreased by 3%
Nov 13, 2025
Source: MLS PIN #73454414
Listed For Sale
$1,895,000

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
4MoM

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."
    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
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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!"
    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

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.

Frequently asked questions about 21 Winter St

  • What is 21 Winter St estimated to be worth?
    Trulia's estimated value for 21 Winter St in Medfield, MA is $1,867,700.
  • What is the price history for 21 Winter St?
    21 Winter St in Medfield, MA last sold for $1,829,000 in March 2026.
  • Is Medfield a buyer's or seller's market?
    Medfield is currently a seller's 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.
  • Does 21 Winter St have air conditioning?
    Yes, 21 Winter St in Medfield, MA has air conditioning.
  • Does 21 Winter St have laundry facilities?
    Yes, 21 Winter St in Medfield, MA has laundry facilities.

Explore by feature - Air Conditioning

9 rentals with air conditioning in Medfield, MA

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7 rentals with a washer/dryer in Medfield, MA

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