42 Winter St, Natick, MA 01760
OFF MARKET

42 Winter St
Natick, MA 01760

  • 5 Beds
  • 4.5 Baths
  • 6,500 sqft (on 1.28 acres)

$2,238,100

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $13,147/mo*
Refinance Your Home

$2,238,100

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $13,147/mo*
Refinance Your Home
5 Beds
4.5 Baths
6,500 sqft
(on 1.28 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Welcome to Winter Woods! Enjoy this spacious custom built colonial on the Weston line, minutes to The Rivers School. Step inside the grand 2-story foyer and enter a refined space designed for effortless living and elegant entertaining. The gleaming chef's kitchen features double dishwashers, Thermador paneled appliances, island seating for 6, butler's pantry and pizza oven. Upstairs, the luxurious primary suite serves as a private retreat, offering a sitting area, dressing room, marble en-suite bath attached to the massive walk-in California Closet. Three additional equal sized bedrooms with en-suite baths, expansive bonus room/bedroom and dedicated laundry room on the second floor. Impress your basement dwellers with finished lower level with surround sound, wet bar, fitness room, full bath and ample storage. No need for the beach when you have your own resort-style oasis in the backyard...heated salt water gunite pool with jacuzzi & rock waterfall, firepit and outdoor speaker system.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from April 16, 2025

Home Highlights

Parking
3 Car Garage
Outdoor
Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
160 days ago

Home Details for 42 Winter St

Interior Features

Interior Details
Basement: Full,Finished,Interior Entry,Garage Access,Radon Remediation System,ConcreteNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room, OfficeWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 6500 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric Dryer, Icemaker ConnectionAppliances: Gas Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Wine Refrigerator, Vacuum System, Range Hood, Plumbed For Ice MakerDishwasherDisposalLaundry: Second Floor,Electric Dryer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: Forced Air,Electric Baseboard,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Family Room, Living RoomSpa: PrivateHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Insulated Windows, ScreensDoor: French DoorsFlooring: Wood, Tile, Vinyl, Carpet, Marble, Bamboo, Flooring - Hardwood, Flooring - Wall to Wall Carpet, Flooring - Vinyl
Levels, Entrance, & Accessibility
Floors: Wood, Tile, Vinyl, Carpet, Marble, Bamboo, Flooring Hardwood, Flooring Wall To Wall Carpet, Flooring Vinyl
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck - Wood, PatioFencing: Fenced/Enclosed, Fenced, InvisibleExterior: Deck - Wood, Patio, Pool - Inground Heated, Rain Gutters, Hot Tub/Spa, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Garden, Invisible Fence, Stone WallFoundation: Concrete PerimeterGardenHas a Private PoolSprinkler System
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 10No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 13Parking: Attached,Garage Door Opener,Storage,Garage Faces Side,Off Street,Paved
Pool
Pool: Pool - Inground HeatedPool
Frontage
Waterfront: Lake/Pond, 1/10 to 3/10 To BeachRoad Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 5000Finished Area (below surface): 1500

Property Information

Year Built
Year Built: 2000
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 3973641

Price & Status

Price
List Price: $2,250,000
Status Change & Dates
Off Market Date: Sat Mar 15 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Natick
School Information
Elementary School: Ben-HemJr High / Middle School: WilsonHigh School: Natick

Building

Building Area
Building Area: 6500 Square Feet

Community

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

HOA

No HOA

Lot Information

Lot Area: 1.283 Acres

Offer

Contingencies: Pending P&S

Energy

Energy Efficiency Features: Thermostat

Miscellaneous

BasementMls Number: 73332827Above Grade Unfinished Area: 5000

Additional Information

Public TransportationShoppingPoolTennis Court(s)ParkWalk/Jog TrailsGolfConservation AreaHighway AccessHouse of WorshipPrivate SchoolPublic SchoolUniversity
Last check for updates: about 21 hours ago
Listed by Melissa Sullivan, (857) 383-1687
William Raveis R.E. & Home Services, (508) 655-4141
Melissa Sullivan, (857) 383-1687
Bought with: The Shulkin Wilk Group, (617) 463-9816, Compass, (781) 365-9954
Source: MLS PIN, MLS#73332827

Price History for 42 Winter St

DatePriceEventSource
04/14/2025$2,250,000Sold
MLS PIN #73332827
03/03/2025$2,250,000PendingWilliam Raveis Real Estate, Mortgage & Insurance #73332827
03/03/2025$2,250,000ContingentMLS PIN #73332827
02/05/2025$2,250,000Listed For SaleMLS PIN #73332827
04/29/2015$1,045,000Sold
N/A
12/06/2014$1,099,000ListingRemovedAgent Provided
11/06/2014$1,099,000PriceChange
Agent Provided
09/04/2014$1,199,000Listed For SaleAgent Provided
06/28/2005$1,500,000Sold
N/A
07/15/2003$1,375,000Sold
N/A
05/21/2001$1,300,000Sold
N/A
10/02/2000$1,100,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$21,475
Assessment$1,795,600
Home facts updated by county records

Comparable Sales for 42 Winter St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3 Drumlin Rd, Weston, MA
0.43
Single-Family Home
$3,199,000
07/22/25
5
4.5
6,930
3 Jennison Cir, Natick, MA
0.11
Single-Family Home
$2,200,000
08/29/25
8
6.5
8,000
9 Oak Hill Rd, Natick, MA
0.15
Single-Family Home
$1,660,000
07/31/25
5
4.5
4,200
3 Rathbun Rd, Natick, MA
0.25
Single-Family Home
$1,429,000
08/25/25
4
2.5
3,413
242 Oak St, Natick, MA
0.53
Single-Family Home
$1,785,000
06/26/25
5
5
4,546
15 Evergreen Ave, Weston, MA
0.70
Single-Family Home
$4,050,000
08/06/25
4
4.5
7,045
7 Rockport Rd, Weston, MA
1.00
Single-Family Home
$2,725,000
11/05/25
5
6
6,096
17 Smokey Hill Rd, Wayland, MA
0.69
Single-Family Home
$1,660,000
12/02/25
4
3
3,660
6 Hickory Rd, Natick, MA
0.60
Single-Family Home
$1,530,000
08/07/25
4
3.5
3,686
5 Walnut Rd, Weston, MA
0.70
Single-Family Home
$6,350,000
06/02/25
6
6.5
8,278

Nearby homes

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Assigned Schools

These are the assigned schools for 42 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 Natick

At least 180 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 86 % Say parking is easy

  • 81 % Say car is needed

  • 79 % Say there are sidewalks

  • 77 % Say yards are well-kept

  • 76 % Say people would walk alone at night

  • 76 % Say kids play outside

  • 72 % Say there's holiday spirit

  • 68 % Say they plan to stay for at least 5 years

  • 66 % Say it's quiet

  • 60 % Say there's wildlife

  • 58 % Say streets are well-lit

  • 56 % Say neighbors are friendly

  • 52 % Say it's walkable to restaurants

  • 50 % Say it's walkable to grocery stores

  • 49 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Claudia Sigler
    "Is a great town but overpriced. Schools are good, everything’s is close. It is a great location overall and safe "
    0
    Flag
  • Regina silva
    "I like the neighborhood, is safe and secure to walk all time at st, the people are so nice and friendly "
    0
    Flag
  • Marievetter
    "I drive pretty much everywhere I need to go. Public transportation is not a viable option for where I live. The drive is often on very congested roads, especially Speen Street."
    0
    Flag
  • Dlandry
    "I don’t know what dog owners would like or not like about living in this neighborhood. But I do know that cat owners like living here."
    0
    Flag
  • Michelly Petroni
    "Everything Natick is wonderful I loved every second i lived there. You will have everything around your house"
    0
    Flag
  • Maura Cusick
    "Natick is a lovely family friendly community teeming with events, local gatherings, and local activities. Nice access to parks & wildlife yet Convenient to transit to boston. Beautiful library. "
    1
    Flag
  • Trulia User
    "Very quiet dead end road, wonderful forest and nature trails at the end of the road. Close to all shopping destinations, awesome location. Yet still very quiet and surrounded by nature"
    2
    Flag
  • Paul A.
    "Natick Days on the common. The sensible school system and well run town government host many community events."
    2
    Flag
  • Ed J.
    "Great community and friendly neighbors, down to earth, too. Network is also very centrally located and therefore makes it easy to get anywhere in New England"
    1
    Flag
  • Clwagner1
    "Nice and quiet place to live. Good neighbors. Good schools.nice downtown. Community events, good restaurants, close to public transportation "
    1
    Flag
  • Ed J.
    "Dogs being walked all the time. If you own a dog and you live in this neighborhood I think you’ll both be very happy"
    3
    Flag
  • Ed J.
    "Living here is like living in Mayberry. We’ve been here 20 years and have loved every minute of it. Very fine schools and reasonable property taxes, too."
    2
    Flag
  • Andrea.danilowicz
    "I take the train each morning and it’s very convenient. There’s great restaurants in the area and can be quiet, yet vibrant. "
    0
    Flag
  • Katie .
    "It’s very quiet, no matter the time of year. I like living near all the hiking trails and being so close to the commuter rail. Route 9 can be busy during certain times of day. "
    1
    Flag
  • Redmen vs Flyers ‘07
    "I live in the area, there are many families that live around here. There are some great hiking areas in nearby towns. Majority of families have dogs. Kids play in the street. No street lights to speak of. Some areas are unsidewalked. Very small town feel about everything."
    4
    Flag
  • Mahashraya S.
    "Natick is the best of both worlds with a residential feel but with lots to do nearby. It’s also convenient to get groceries and necessities nearby with Natick Mall being just a stone’s throw from the neighborhood."
    0
    Flag
  • Jasonnewberg19
    "Drive into Boston. Quite horrific on most days and it will only get worse once school starts. Have to leave around 6:30/6:45am to beat most of the AM rush hour. "
    3
    Flag
  • Zuribel D. M.
    "I absolutely love Natick, prices are high for rent but the schools are awasome. The library is great."
    3
    Flag
  • Zuribel D. M.
    "Quiet and secure neighborhood, public places are clean and secure, good for kids of all ages. Good for walking and public transportation is near by."
    3
    Flag
  • Shopkerri
    "Awful going east unless you leave at 5:50 AM and come back at 3. Very congested. I have become a home body!"
    0
    Flag
  • Jondeso0743
    "I have lived in this neighborhood for 50 years..Friendly neighbors, easy access to shopping, Roache Bros. supermarket is 3/10th. of a mile from house..Lovely residential area."
    5
    Flag
  • Cupham
    "It’s a great place for dogs. You always see someone out walking their pup. It’s a great way to meet people. My dog loves it here. "
    1
    Flag
  • Gferrelli
    "Great community. Good, hardworking people. Very down to earth people. A great place to raise a family. "
    2
    Flag
  • Mrosenberg
    "This neighborhood is located near several great schools! It is close to the supermarket, major roads and is about thirty minutes from Boston. "
    2
    Flag
  • Mauricio U.
    "small town and friendly people. the area is safe and family friendly. most people have pets, which makes it easy to have a pet around people. "
    4
    Flag
  • Nicholas56
    "Gorgeous house on street of victorian beauties in the historic area known as Walnut Hill. Love to take walks here. Close to train, town and the well regarded Walnut Hill School."
    0
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  • Unspecified
    "This area is PERFECT for families! Cross street is easy walking distance to Natick Center where there is always something going on. Restaurants, ice cream parlors, church, coffee shops, and library are just a few things that are close by. The area is great for taking the dog for a walk, with many families doing the same, there is always someone new for your dog to sniff!"
    0
    Flag
  • Taylors
    "We have lived here for 7 years and love the closeness and walkability to downtown shops and parks. A close community with lots of artists and music, farmers market and summer concerts. Schools are exceptional. Commuter rail to Boston is right in downtown. We don't want to go anywhere else."
    0
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Homes for sale near 42 Winter St

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Off Market Homes Near 42 Winter St

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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.

Homes for rent near 42 Winter St

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42 Winter St, Natick, MA 01760 is a 5 bedroom, 5 bathroom, 6,500 sqft single-family home built in 2000. This property is not currently available for sale. 42 Winter St was last sold on Apr 14, 2025 for $2,250,000 (0% higher than the asking price of $2,250,000). The current Trulia Estimate for 42 Winter St is $2,238,100.