8 Winter St, Medfield, MA 02052
Property image
Property image
OFF MARKET

8 Winter St
Medfield, MA 02052

  • 4 Beds
  • 2.5 Baths
  • 2,589 sqft (on 0.75 acres)

$1,188,200

Trulia Estimate
as of Aug 2, 2026
Est. Refi. Payment $7,181/mo*
Refinance Your Home

$1,188,200

Trulia Estimate
as of Aug 2, 2026
Est. Refi. Payment $7,181/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,589 sqft
(on 0.75 acres)

Local Information

  • Map ViewExplore the area around 8 Winter St.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1963
Lot Size
0.75 acres
Living Area
2,589 sqft
Price/Sqft
$459
Parking
Garage

About this House

Set on a beautiful parcel of land on the north side of Medfield, this charming,sunfilled home was once a ranch with the second floor addition completed in 1998. This special home features a lovely family rm. with many bookcases surrounding the fireplace+ a beautiful Bow window, large dining room with a bay window and French door to the deck, kitchen with many cabinets,center island,propane gas cooking,a plant window+ dining area,1st floor master suite with walk-in closet and full bath with jet tub and separate shower, 3 great size bedrooms on the second level,full bath with high vanity, plus office space or sitting area. The cozy lower level is finished with FP for wood stove, wet bar+ barn board.There is plenty of storage, a laundry area and 2 garages with plenty of space for a work shop. The rear deck is equipped with propane for grilling,plus there are hot/ cold water lines outside for your special pet. Information from Columbia Gas: Natural gas at street.
8 Winter St, Medfield, MA 02052 is a 4 bedroom, 3 bathroom, 2,589 sqft single-family home built in 1963. It last sold for $637,500 on Feb 25, 2015. It is currently off market. The Trulia Estimate is $1,188,200, with a rent estimate of $5,397/month.

Home Details for 8 Winter St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master BathCeiling Fan
Heating & Cooling
Heating: Baseboard, Stove, Gas, Wood PelletHeating Fuel: Baseboard
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodLawnSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1963
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.75 acres

Price History for 8 Winter St

DatePriceEventSource
02/25/2015$637,500Sold
N/A
11/24/2014$649,900PendingAgent Provided
11/13/2014$649,900PriceChange
Agent Provided
10/09/2014$675,000Listed For SaleAgent Provided

Market trends in Medfield

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
30
7MoM
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Property Tax and Assessment

Year2025
Tax$13,034
Assessment$944,500
Home facts updated by county records

Comparable Sales for 8 Winter St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Harding St, Medfield, MA
0.15
Single-Family Home
$1,125,000
01/12/26
3
2.5
3,380
12 Spruce Way, Medfield, MA
0.40
Single-Family Home
$1,240,000
12/01/25
4
2.5
2,815
21 Winter St, Medfield, MA
0.20
Single-Family Home
$1,829,000
03/27/26
4
3.5
3,710
92 Adams St, Medfield, MA
0.50
Single-Family Home
$650,000
06/18/26
3
2
1,547
18 Emerson Rd, Medfield, MA
0.47
Single-Family Home
$985,000
07/15/26
3
2
1,672
101 Green St, Medfield, MA
0.55
Single-Family Home
$915,000
08/28/25
3
2.5
1,893
57 Colonial Rd, Medfield, MA
0.69
Single-Family Home
$1,150,000
06/01/26
4
2.5
2,664
13 Tamarack Rd, Medfield, MA
0.54
Single-Family Home
$1,330,000
08/04/25
4
5
2,629
29 Brastow Dr, Medfield, MA
0.71
Single-Family Home
$1,230,000
07/15/26
4
2.5
3,261
80 West St, Medfield, MA
0.90
Single-Family Home
$760,000
01/14/26
4
2
2,476

Nearby homes

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Assigned Schools

These are the assigned schools for 8 Winter St.
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

  • 62 % Say there are sidewalks

  • 62 % Say there are community events

  • 48 % 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
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  • 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.. "
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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
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  • 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
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Explore by feature - Air Conditioning

6 rentals with air conditioning in Medfield, MA

Homes for sale near 8 Winter St

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Off Market Homes Near 8 Winter St

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