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20 Winter St, Medfield, MA, 02052

4beds
3baths
4,208sqft
$1,750,000
$416price/sqft
$12,150/moest. monthly cost
$486,000/yrincome needed

About This Home

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.

Getting Around

13
WalkingCar-Dependent
0
TransitVery Limited Transit
32
BikeSomewhat Bikeable

Schools

--
Memorial SchoolGrades PK-10.4 mi
8/10
9/10

Construction

Condition

  • Year built: 2001

Materials

  • Foundation: Concrete Perimeter
  • Roof: Shingle
  • Construction materials: Frame

Type & Style

  • Home type: SingleFamily
  • Architectural style: Cape
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Oven,Dishwasher,Disposal,Microwave,Range,Refrigerator,Washer,Dryer,Plumbed For Ice Maker
  • Laundry features: Dryer Hookup - Electric,Washer Hookup,Stone/Granite/Solid Countertops,Electric Dryer Hookup,Crown Molding,Second Floor

Basement

  • Has basement: Yes
  • Basement: Full,Finished,Interior Entry,Sump Pump

Bathroom1

  • Features: Bathroom - Half, Closet - Linen, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Recessed Lighting
  • Level: First

Bathroom2

  • Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Closet - Linen, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Crown Molding
  • Level: Second

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
  • Level: Second

Bedroom2

  • Features: Walk-In Closet(s), Flooring - Hardwood, Window(s) - Bay/Bow/Box, Crown Molding
  • Level: Second

Bedroom3

  • Features: Walk-In Closet(s), Flooring - Hardwood, Crown Molding
  • Level: Second

Bedroom4

  • Features: Closet, Crown Molding
  • Level: Second

Bedroom5

  • Features: Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Picture, Crown Molding
  • Level: First

Bedrooms & Bathrooms

  • Bedrooms: 4
  • Bathrooms: 3
  • Full bathrooms: 2
  • 1/2 bathrooms: 1

Dining Room

  • Features: Flooring - Hardwood, Window(s) - Picture, Lighting - Pendant, Decorative Molding
  • Level: Main,First

Family Room

  • Features: Cathedral Ceiling(s), Flooring - Hardwood, French Doors, Exterior Access, Recessed Lighting
  • Level: Main,First

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
  • Door features: French Doors
  • Window features: Insulated Windows
  • Flooring: Tile,Carpet,Hardwood,Flooring - Hardwood,Flooring - Stone/Ceramic Tile,Flooring - Wall to Wall Carpet
  • Number of fireplaces: 3
  • Fireplace features: Family Room,Living Room
  • Fireplace: Yes
  • Finished area below ground: 1,117
  • Finished area above ground: 4,208

Heating & Cooling

  • Heating features: Baseboard,Oil
  • Cooling features: Central Air

Interior Area

  • Total structure area: 4,208
  • Total interior livable area: 4,208 sqft

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
  • Level: First

Living Room

  • Features: Flooring - Hardwood, Recessed Lighting, Crown Molding
  • Level: Main,First

Master Bathroom

  • Features: Yes

Master 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
  • Level: Second

Property

Details

  • Parcel number: 114840
  • Zoning: RES
  • Exclusions: All Personal Property.

Features

  • Patio & porch: Porch,Patio
  • Exterior features: Porch,Patio,Rain Gutters,Hot Tub/Spa,Professional Landscaping,Sprinkler System,Decorative Lighting,Garden,Stone Wall
  • Has spa: Yes
  • Spa features: Private

Lot

  • Lot size: 1.00 Acres
  • Features: Level

Parking

  • Total spaces: 12
  • Parking features: Attached,Garage Door Opener,Paved Drive,Off Street
  • Has garage: Yes
  • Attached garage spaces: 2
  • Covered spaces: 2
  • Has uncovered spaces: Yes
  • Uncovered spaces: 10

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Inland Flooding
    Inland FloodingModerate
  • Ice Storm
    Ice StormModerate
  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Inland Flooding
Ice Storm
Tsunami

FEMA Declared Disasters Across Massachusetts Counties

Hurricane

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $8,848$106,176
Home Insurance *$463$5,556
Property Taxes $2,010$24,120
Electricity $829$9,957
Total$12,150$145,800
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$416,571/yr
40% on housing$364,500/yr
45% on housing$324,000/yr

Massachusetts FAIR Plan Programs

Massachusetts Property Insurance Underwriting Association

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 213,928Commercial: 230
Total Premiums$400.85M
Total Exposure$115.57B

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 7.9%
7.9%
0%30.0%
Electricity Growth Rate10-year average: 7.9%
7.9%
0%15.0%
Property Taxes Growth Rate2-year average: -0.5%
-0.5%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$416This listing

vs Other Active Listings

Avg $/sqft

ZIP 02052$383
Norfolk County$448

vs Homes Sold Last Month

Median $/sqft

ZIP 02052$406
Norfolk County$427

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-07-13Listed for sale$1,750,000
2021-06-24Sold$1,330,000
1994-10-27Sold$263,000

For Sale by Agent

AgentGail LiDonni
BrokerageLegacy Properties

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