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20 Winter StreetMedfield, MA 02052

For Sale

$1,679,000

Smart Buyer Rebate $8,395

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.

Last updated September 15, 2026

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Source: MLSPin #73577110

Listing Facts

  • TypeSingle-family
  • NeighborhoodMedfield
  • Bedrooms5
  • Bathrooms3
  • Days on PrevuNew Today
  • Taxes$19,367/year
  • Size4,208 sqft
  • Price per sqft$399

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

09/15/2026
Listed by
$1,679,000
  1. 09/15/2026$1,679,000
    Listed by

Property Details for 20 Winter Street

Association

Amenities

  • Community Features: Tennis Court(s), Park

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows
  • Year Built: 2001
  • Year Built Details: Actual
  • Architectural Style: Cape
  • Construction Materials: Frame
  • Exterior Features: Rain Gutters, Garden, Lighting

Features

  • Fencing: Stone
  • Other Structures: Workshop
  • Patio And Porch Features: Porch, Patio

Measurements

  • Building Area Total: 4,208
  • Building Area Units: Square Feet
  • Lot Features: Level, Landscaped
  • Lot Size Acres: 1.00
  • Lot Size Area: 1
  • Lot Size Square Feet: 43,503
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 114840
  • Tax Annual Amount: $19,367.00
  • Tax Assessed Value: $1,432,500.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Plumbed For Ice Maker
  • Fireplace Features: Family Room, Living Room
  • Fireplace: Yes
  • Fireplaces Total: 3
  • Flooring: Tile, Carpet, Hardwood
  • Interior Features: Entrance Foyer, Walk-In Closet(s), Crown Molding, Recessed Lighting, Central Vacuum, Cathedral Ceiling(s)
  • Spa Features: Private
  • Spa: Yes

Measurements

  • Living Area: 4,208
  • Living Area Source: Public Records

Rooms

  • Basement: Full, Finished, Interior Entry, Sump Pump
  • Has Basement: Yes
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 5
  • Rooms Total: 12

Other

Environmental

  • Green Energy Efficient: Thermostat

General

  • Exclusions: All Personal Property.

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 10
  • Open Parking: Yes
  • Parking Features: Paved, Attached, Garage Door Opener, Off Street, Garage
  • Parking Total: 12

Schools

Elementary School

  • Elementary School: Mem, Whee, Dale

High School

  • High School: Medfield High

Middle or Junior School

  • Middle Or Junior School: Blake Middle

Utilities

Equipment

  • Cooling: Central Air, Zoned
  • Has Cooling: Yes
  • Electric: Circuit Breakers, 200+ Amp Service
  • Heating: Baseboard, Oil, Zoned
  • Has Heating: Yes
  • Laundry Features: Washer Hookup, Electric Dryer Hookup
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 3 bathrooms in this single-family home at 20 Winter Street.

What schools are nearby to 20 Winter Street?

Nearby schools include the Mem, Whee, Dale Elementary School, Blake Middle, and Medfield High.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 20 Winter Street.

What are the annual taxes for 20 Winter Street?

Annual taxes for this single-family home are estimated at $19,367.

How does 20 Winter Street compare to other single-family homes in Medfield?

This single-family home is listed 20% above the average price for single-family homes in Medfield and has been on the market for 36 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 4,208 sqft.

20 Winter Street is a 5-bedroom, 3-bath single-family home for sale in Medfield MA 02052. Listed on Prevu for 0 days at $1,679,000. This residence features 4,208 square feet of living space, located in Medfield. The median listing price for single-family homes in this area is $1,275,000. Nearby schools include Mem, Whee, Dale Elementary School, Blake Middle, and Medfield High. Property amenities include private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. Browse more single-family home listings in Norfolk County.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.