20 Winter St

Medfield, MA 02052

$1,750,000
Price
4
Beds
4,208 Sq. Ft.
$416 / Sq. Ft.
4,208
Sq. Ft.
$416
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Open: 7/16 12:00PM - 01:30PM
Open: 7/16 12:00PM - 01:30PM

Description

Exquisite home located on a beautifully landscaped one-acre lot just minutes from Medfield's vibrant town center, and top-rated schools. Quality craftsmanship shines throughout with hardwood floors, custom millwork and elegant finishes. A welcoming mahogany farmer's porch leads to a dramatic two-story foyer. The granite kitchen with stainless steel appliances, wall oven, electric cooktop and dining area opens to a vaulted fireplaced family room with a wall of windows and French doors to a bluestone...Exquisite home located on a beautifully landscaped one-acre lot just minutes from Medfield's vibrant town center, and top-rated schools. Quality craftsmanship shines throughout with hardwood floors, custom millwork and elegant finishes. A welcoming mahogany farmer's porch leads to a dramatic two-story foyer. The granite kitchen with stainless steel appliances, wall oven, electric cooktop and dining area opens to a vaulted fireplaced family room with a wall of windows and French doors to a bluestone patio with retractable awning and hot tub overlooking the private backyard. The main level also features a formal dining room, fireplaced living room, half bath, mudroom and a versatile first-floor bedroom or home office. Upstairs offers a spacious primary suite with walk-in closet and spa-like bath, plus three additional bedrooms, full bath and laundry. Walkout lower level with recreation space, workshop and ample storage. A wonderful combination of quality, comfort and outdoor living.
  1. Listed by Gail LiDonni • Legacy Properties

Property Details for 20 Winter Street

Town
Medfield
Area
MA-Medfield
Architectural Style
Cape
Style
Garden, Cape
Garage Spaces
2
Open Parking Spaces
10.00
Parking Spaces Total
12

Open Houses

Thursday, Jul 16th12:00 PM - 1:30 PM
PublicView contact
Sunday, Jul 19th2:00 PM - 3:30 PM
PublicView contact
LISTING UPDATED: 07/13/2026 10:38 AM

Property Details for 20 Winter Street

StatusNew
MLS #73548388
Days on Market2
Taxes$19,367 / year
HOA Fees-
Property TypeSingle Family
MLS TypeSingle Family / Detached
Year Built2001
CountyNorfolk County
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of Legacy Properties, Gail LiDonni
Add your commute

Building Information for 20 Winter Street

Stories-Year Built2001Building Size-Lot Size1.00 AC / 43,503 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$10,334 per month

30 year fixed, 6.36% Interest

Principal and Interest

$8,720

Property Taxes

$1,614

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 20 Winter Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Shopping, Tennis Court, Park, Walk/Jog Trails, Conservation Area, House of Worship, Private School, Public School
  • Living Area: 4208.0
  • Color: Lt.Blue
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Mem, Whee, Dale
  • High School: Medfield High
  • Middle School: Blake Middle
Features
Interior Features
  • Appliances: Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Plumbed For Ice Maker
  • Basement Features: Full, Finished, Interior Access, Sump Pump
  • Num of Baths: 3.0
  • Num of Full Baths: 2
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 2.50
  • Bathrooms Total Integer: 3
  • DoorFeatures: French Doors
  • FireplaceFeatures: Family Room, Living Room
  • FireplaceYN: Yes
  • Fireplaces: 3
  • Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
  • Interior Features: Closet, Lighting - Pendant, Decorative Molding, Closet/Cabinets - Custom Built, Beadboard, Crown Molding, Walk-In Closet(s), Recessed Lighting, Lighting - Overhead, Entrance Foyer, Mud Room, Play Room, Central Vacuum
  • Interior Features: Central Vacuum, French Doors, Security System
  • Laundry Features: Dryer Hookup - Electric, Washer Hookup, Countertops - Stone/Granite/Solid, Electric Dryer Hookup, Crown Molding, Second Floor
  • Primary Bath: Yes
  • Spa Features: Private
  • SpaYN: Yes
  • Window Features: Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch, Patio, Rain Gutters, Hot Tub/Spa, Professional Landscaping, Sprinkler System, Decorative Lighting, Garden, Stone Wall
  • Exterior Features: Professional Landscaping, Sprinkler System, Decorative Lighting, Garden Area, Stone Wall, Porch, Patio
  • Lot Description: Level
  • Other Structures: Workshop
  • Patio And Porch Features: Porch, Patio
  • Roof Material: Shingle
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Garage Door Opener, Paved Drive, Off-Street
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Paved Drive, Off-Street
  • Parking Features: Off-Street
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: Circuit Breakers, 200+ Amp Service
  • Green Energy Efficient: Thermostat
  • Heating: Baseboard, Oil
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup, Icemaker Connection
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Recessed Lighting,Lighting - Pendant,Half Vaulted Ceiling(s),Decorative Molding
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Features: Walk-In Closet(s),Flooring - Hardwood,Window(s) - Bay/Bow/Box,Crown Molding
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Features: Walk-In Closet(s),Flooring - Hardwood,Crown Molding
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Features: Closet,Crown Molding
  • Bedroom4 Level: Second
Bedroom 5
  • Bedroom5 Features: Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Picture,Crown Molding
  • Bedroom5 Level: First
Bathroom 1
  • Bathroom1 Features: Bathroom - Half,Closet - Linen,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Recessed Lighting
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Closet - Linen,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Crown Molding
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Bathroom - Tiled With Tub,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Jacuzzi / Whirlpool Soaking Tub
  • Bathroom3 Level: Second
Dining Room
  • Dining Room Features: Flooring - Hardwood,Window(s) - Picture,Lighting - Pendant,Decorative Molding
  • Dining Room Level: Main,First
Family Room
  • Family Room Features: Cathedral Ceiling(s),Flooring - Hardwood,French Doors,Exterior Access,Recessed Lighting
  • Family Room Level: Main,First
Kitchen
  • Kitchen Features: Flooring - Stone/Ceramic Tile,Dining Area,Countertops - Stone/Granite/Solid,French Doors,Cabinets - Upgraded,Exterior Access,Recessed Lighting,Stainless Steel Appliances,Crown Molding
  • Kitchen Level: First
Living Room
  • Room Living Room Features: Flooring - Hardwood,Recessed Lighting,Crown Molding
  • Room Living Room Level: Main,First
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Road Responsibility: Public Maintained Road
  • Road Surface Type: Paved
  • Disclosures: Buyer and buyer's agent are responsible for conducting their own due diligence regarding any proposed or planned sidewalk installation along Winter Street. Seller and listing broker make no representations or warranties as to whether such improvements will occur or the timing of any such project.
Tax Information
  • Listing Terms: Contract
  • Tax ID: 114840
  • Assessments: $1,432,500
  • Book: 0
  • Tax Year: 2026
  • Zoning: RES
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 2
  • Heat Zones: 4
Complex & Association Information
  • Association Security: Security System
  • Adult Community: No

Property History for 20 Winter Street

DateEvent & SourcePriceAppreciation
Jul 13, 2026

Listed (Active)

MLS PIN #73548388

$1,750,000—
Jun 24, 2021

Sold

MLS PIN #72796496

$1,330,000—
Mar 15, 2021

Under Agreement

MLS PIN #72796496

—
DateEvent & SourcePrice
07/13/2026

Listed (Active)

MLS PIN #73548388

$1,750,000
06/24/2021

Sold

MLS PIN #72796496

$1,330,000
03/15/2021

Under Agreement

MLS PIN #72796496

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 20 Winter Street

Taxable ValueLand$511,600Additions$896,600Total$1,408,200
Tax Record2025$19,433 ($1,619 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt4,208 SqFtAbove Grade Finished SqFt4,208 SqFtUnfinished Basement SqFt1,925 SqFtLot Size43,503 SqFtStyleSingle Family ResidenceYear Built2001ZoningRTCountyNORFOLKAPNMDFD M:0057 B:0000 L:0032Fireplace TypeHas Fireplace

Schools near 20 Winter Street

This home is within Medfield School District.
Rating
School
Type
Grades
Distance
Memorial School
Public - PK to 1
Ralph Wheelock School
Public - 2 to 3
Dale Street School
Public - 4 to 5
Thomas Blake Middle School
Public - 6 to 8
Rating
School
Distance
Memorial School
PublicPK to 1

Ralph Wheelock School
Public2 to 3

Dale Street School
Public4 to 5

Thomas Blake Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Explore Nearby Homes

More information about 20 Winter Street, Medfield, MA 02052

20 Winter Street is a single family home for sale in Medfield, MA 02052. This property was listed for sale on July 13, 2026 by Legacy Properties, it's currently listed at $1,750,000. It has been on the market for a total of 2 days and was last sold on June 24, 2021. This listing's school district is Medfield School District. Nearby schools include Memorial School, Ralph Wheelock School and Dale Street School. 20 Winter Street is a 4-bed, 3-bath, 4,208 sqft single family home built in 2001.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Legacy Properties, Gail LiDonni

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.