77 Winter St, Natick, MA 01760
Property image
Property image
OFF MARKET

77 Winter St
Natick, MA 01760

  • 5 Beds
  • 5 Baths
  • 4,254 sqft (on 1.18 acres)

$1,885,800

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $11,158/mo*
Refinance Your Home

$1,885,800

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $11,158/mo*
Refinance Your Home
5 Beds
5 Baths
4,254 sqft
(on 1.18 acres)

Home Value

Trulia Estimate
$1.89M
Since last month
Decreased$33K (-1.7%)
Since last year
Increased$68K (+3.7%)
Since last sale
Increased$2M (+37,744%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +63% in the last 10 years
MonthEstimated value
2026
August 2026$1.89M
July 2026$1.93M
June 2026$1.91M
May 2026$1.94M
April 2026$1.93M
March 2026$1.92M
February 2026$1.87M
January 2026$1.84M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Briar Ln, Natick, MA
0.06
Single-Family Home
$2,350,000
06/04/26
5
6.5
5,000
3 Rathbun Rd, Natick, MA
0.04
Single-Family Home
$1,429,000
08/25/25
4
2.5
3,413
43 Sherburn Cir, Weston, MA
0.35
Single-Family Home
$1,700,000
06/10/26
3
2.5
2,554
1 Sunnyside Ave, Wellesley, MA
0.54
Single-Family Home
$1,865,000
03/27/26
4
4.5
3,119
22 Fox Hill Dr, Natick, MA
0.38
Single-Family Home
$1,450,000
12/12/25
3
3
2,888
79 Walnut Rd, Weston, MA
0.62
Single-Family Home
$6,555,000
05/05/26
5
6
8,061
7 Whitney Cir, Natick, MA
0.40
Single-Family Home
$1,480,000
07/30/26
4
3
2,818
7 Rockport Rd, Weston, MA
0.80
Single-Family Home
$2,725,000
11/05/25
5
6
6,096
1 Winter St, Natick, MA
0.56
Single-Family Home
$1,475,000
01/30/26
4
4.5
3,809
8 Oakdale Ave, Wellesley, MA
0.59
Single-Family Home
$3,070,000
07/22/26
5
5
5,073

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
3 Rathbun Rd, Natick, MA 01760
0.04
$1,697,400
4
2.5
3,413
Off Market
6 Briar Ln, Natick, MA 01760
0.06
$2,350,000
5
6.5
5,000
Recently Sold
74 Winter St, Natick, MA 01760
0.06
$1,197,200
4
2.5
2,261
Off Market
72 Winter St, Natick, MA 01760
0.09
$1,503,200
4
3.5
3,480
Off Market
9 Oak Hill Rd, Natick, MA 01760
0.10
$1,802,300
5
4.5
4,200
Off Market
6 Alden St, Natick, MA 01760
0.11
$1,648,800
4
2.5
2,800
Off Market
13 Oak Hill Rd, Natick, MA 01760
0.12
$1,229,200
4
2.5
2,930
Off Market
304 Pondview Pl, Tyngsboro, MA 01879
0.17
$391,500
2
1.5
1,586
Off Market
12 Cabot St, Natick, MA 01760
0.17
$948,400
4
3
2,312
Off Market
6 Hovey Ave, Natick, MA 01760
0.18
$799,000
4
2.5
2,354
For Sale
1 Jennison Cir, Natick, MA 01760
0.21
$2,005,800
5
3.5
4,504
Off Market
42 Winter St, Natick, MA 01760
0.21
$2,254,800
5
4.5
6,500
Off Market

Local Information

  • Map ViewExplore the area around 77 Winter St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2001
Lot Size
1.18 acres
Living Area
4,254 sqft
Price/Sqft
$443

About this House

Gorgeous and spacious 5 bedroom Contemporary Colonial with 2master suites. Formal living & dining rooms, large eat-in kitchen opens to fireplaced family room & has sliders to the patio that overlooks private backyard, a music room that's perfect for the piano or can be used as a sitting room, office or front entrance mudroom. Laundry is located just off kitchen with access to 3car garage. First floor fireplaced master suite w/ a walk-in closet, full bath. Second fl offers a spacious master suite with full bath, walk in closet & private loft area overlooking the family room. Two bedrooms, a full bath, & a bedroom suite with a full bath & sitting or office area complete the second floor. The finished lower level has fitness room, playroom, cedar closet & direct access to the garage. Professionally landscaped, private backyard with mature plantings. This beautiful property is located in the Rivers School neighborhood by the Weston/Wellesley line. Convenient to the major commuter routes.
77 Winter St, Natick, MA 01760 is a 5 bedroom, 5 bathroom, 4,254 sqft single-family home built in 2001. It last sold for $5,000 on May 2, 2016. More recently, it was listed as a rental in December 2020 with an asking price of $6,500 per month. That rental listing was removed on February 26, 2021. It is currently off market. The Trulia Estimate is $1,885,800, with a rent estimate of $7,316/month.

Home Details for 77 Winter St

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Interior Details
Number of Rooms: 12
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherExterior: WoodPatio
Parking & Garage
Parking Spaces: 13Parking: None

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.18 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Feb 26, 2021
Source: MLS PIN
ListingRemoved
Dec 17, 2020
Source: Agent Provided
Listed For Rent
$6,500
Nov 14, 2020
Source: Agent Provided
Listed For Sale
$1,229,000
Jun 20, 2019
Source: Agent Provided
ListingRemoved
$5,000
Jun 12, 2019
Source: Agent Provided
Listed For Rent
$5,000

Market trends in Natick

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$841K
$5.33KMoM
Sale-to-List Price
101.1%
0.3%MoM
Price per sq ft
$477
$3MoM
Available listings
81
23MoM

Around this home

What Locals Say about Natick

At least 180 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 86 % Say parking is easy

  • 81 % Say car is needed

  • 80 % 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
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 77 Winter St

  • What is 77 Winter St estimated to be worth?
    Trulia's estimated value for 77 Winter St in Natick, MA is $1,885,800.
  • What is the price history for 77 Winter St?
    77 Winter St in Natick, MA last sold for $5,000 in May 2016.
  • Is Natick a buyer's or seller's market?
    Natick is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Natick?
    The median sale price in Natick is $841K. That is up $5.33K from the prior month.
  • How big is the lot at 77 Winter St?
    The lot at 77 Winter St in Natick, MA is about 1.2 acres.
  • Does 77 Winter St have parking?
    Yes, 77 Winter St in Natick, MA has on-site parking.

Explore by feature - Pet Friendly

13 pet-friendly rentals in Natick, MA

Explore by feature - Garage

13 rentals with a garage in Natick, MA

Explore by feature - Air Conditioning

30 rentals with air conditioning in Natick, MA

Explore by feature - Pool

18 rentals with a pool in Natick, MA

Explore by feature - Washer/dryer

32 rentals with a washer/dryer in Natick, MA

Explore by feature - Outdoor Space

8 rentals with an outdoor space in Natick, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 77 Winter St

Skip to last item
Skip to first item

Homes for sale near 77 Winter St

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item