116 Winding Way, Ross, CA 94957
Property image
Property image
OFF MARKET

$3,833,500

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,953 sqft (on 0.48 acres)

116 Winding Way, Ross, CA 94957

Est. Refi. Payment $22,948/mo*
Refinance Your Home
Currently Off Market - Sold Mar 6, 2020 for $2,350,000

Home Value

Trulia Estimate
$3.83M
Since last month
Increased$132K (+3.6%)
Since last year
Increased$564K (+17.1%)
Since last sale
Increased$2M (+64%)
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 +82% in the last 10 years
MonthEstimated value
2026
August 2026$3.85M
July 2026$3.72M
June 2026$3.88M
May 2026$3.68M
April 2026$3.52M
March 2026$3.55M
February 2026$3.47M
January 2026$3.22M
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
81 Laurel Grove Avenue, Ross, CA
0.13
Single-Family Home
$2,635,000
06/29/26
4
2
2,171
214 Poplar Dr, Kentfield, CA
0.46
Single-Family Home
$3,050,000
03/27/26
4
3
2,744
6 Morrison Road, Ross, CA
0.29
Single-Family Home
$3,450,000
06/02/26
4
3
2,700
12 Geary Avenue, Kentfield, CA
0.37
Single-Family Home
$3,428,000
05/14/26
4
3.5
3,145
170 Greenwood Avenue, San Rafael, CA
0.34
Single-Family Home
$2,400,000
11/13/25
4
4
3,508
131 Hanken Drive, Kentfield, CA
0.44
Single-Family Home
$2,675,000
11/13/25
4
3.5
3,068
72 Quisisana Drive, Kentfield, CA
0.57
Single-Family Home
$2,470,000
10/23/25
4
2.5
2,967
16 Redwood Drive, Ross, CA
0.54
Single-Family Home
$3,500,000
12/03/25
4
2.5
2,555
101 Laurel Grove Avenue, Kentfield, CA
0.67
Single-Family Home
$1,500,000
04/30/26
3
2.5
2,852
17 Redwood Drive, San Rafael, CA
0.43
Single-Family Home
$1,510,000
05/13/26
3
3
2,304

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
87 Laurel Grove Avenue, Ross, CA 94957
0.04
$7,600,000
5
4.5
4,875
Recently Sold
114 Winding Way, Ross, CA 94957
0.04
$4,284,000
4
3.5
4,280
Off Market
2 Canyon Road, Ross, CA 94957
0.12
$11,928,900
5
5.5
6,166
Off Market
81 Laurel Grove Avenue, Ross, CA 94957
0.13
$2,635,000
4
2
2,171
Recently Sold
80 Laurel Grove Avenue, Ross, CA 94957
0.15
$10,500,000
5
5.5
6,160
Recently Sold
96 Laurel Grove Avenue, Ross, CA 94957
0.19
$9,995,000
6
5.5
5,472
Recently Sold
14 Skyland Way, Ross, CA 94957
0.24
$7,939,800
5
4.5
4,155
Recently Sold
266 Poplar Drive, Kentfield, CA 94904
0.25
$5,714,000
4
4.5
3,574
Off Market
6 Morrison Road, Ross, CA 94957
0.29
$3,450,000
4
3
2,700
Recently Sold
170 Greenwood Avenue, San Rafael, CA 94901
0.34
$2,400,000
4
4
3,508
Recently Sold
50 Makin Grade, Kentfield, CA 94904
0.33
$6,650,000
5
5.5
4,600
Recently Sold
167 Greenwood Avenue, San Rafael, CA 94901
0.39
$1,742,100
3
2.5
2,253
Off Market

Local Information

  • Map ViewExplore the area around 116 Winding Way.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1941
Lot Size
0.48 acres
Living Area
2,953 sqft
Price/Sqft
$1,298
Parking
Garage

About this House

This single-family home is located at 116 Winding Way, Ross, CA. 116 Winding Way is in Ross, CA and in ZIP code 94957. This property has 4 bedrooms, 3 bathrooms and approximately 2,953 sqft of floor space. This property has a lot size of 0.48 acres and was built in 1941.
116 Winding Way, Ross, CA 94957 is a 4 bedroom, 3 bathroom, 2,953 sqft single-family home built in 1941. It last sold for $2,350,000 on Mar 6, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,833,500, with a rent estimate of $7,748/month.

Home Details for 116 Winding Way

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Interior Details
Types of Rooms: Dining Room
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1941Year Updated: 1981
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 0.48 acres

Price and Tax history

DateEventPrice
Mar 6, 2020
Source: N/A
Sold
$2,350,000
Oct 16, 2019
Source: Agent Provided
PriceChange
$2,495,000
Price decreased by 7%
Aug 26, 2019
Source: Agent Provided
PriceChange
$2,695,000
Price decreased by 4%
May 29, 2019
Source: Agent Provided
PriceChange
$2,795,000
Price decreased by 7%
May 1, 2019
Source: Agent Provided
Listed For Sale
$2,995,000

Market trends in Ross

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
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Around this home

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 Ross

At least 24 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 97 % Say it's walkable to restaurants

  • 97 % Say parking is easy

  • 94 % Say there's wildlife

  • 92 % Say people would walk alone at night

  • 92 % Say yards are well-kept

  • 89 % Say there's holiday spirit

  • 85 % Say it's quiet

  • 82 % Say they plan to stay for at least 5 years

  • 79 % Say neighbors are friendly

  • 77 % Say kids play outside

  • 74 % Say car is needed

  • 68 % Say there are sidewalks

  • 65 % Say it's walkable to grocery stores

  • 61 % Say there are community events

  • 32 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Kjerstingruys
    "It’s a very special and unique town. A bubble within a bubble, but it really does deliver on the dream!"
    0
    Flag
  • Luana Almeida Garcia
    "Great neighborhood, close to schools and parks. People here fell very safe in general and everything is pretty much walking distance. "
    0
    Flag
  • Karen P.
    "Great schools, beautifully maintained town and public areas. Friendly people. Perfect place to raise a family. Extremely safe. Extremely safe place to raise a family. "
    0
    Flag
  • Lisa L.
    "So-so. Not too far of a walk to public transportation. Less than 1/3 to 1/3 mile. Maybe less but all flat & beautiful walk. "
    1
    Flag
  • Rch01
    "I’ve lived here for over 30 years, raised our girls here. My wife was elected mayor twice, great place to live. The town is centered on families, we have one of the top primary schools in the State, and a nationally recognized private high school. Very low to non existent crime statistics, easy commute to San Francisco, great outdoor opportunities throughout the greater area."
    6
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 116 Winding Way

  • What is 116 Winding Way estimated to be worth?
    Trulia's estimated value for 116 Winding Way in Ross, CA is $3,833,500.
  • What is the price history for 116 Winding Way?
    116 Winding Way in Ross, CA last sold for $2,350,000 in March 2020.
  • Is Ross a buyer's or seller's market?
    Ross is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Ross?
    Residents describe Ross, CA as dog-friendly, walkable to restaurants, and easy to park in. See recently sold homes in Ross, CA.
  • How big is the lot at 116 Winding Way?
    The lot at 116 Winding Way in Ross, CA is about 0.48 acres (20,908 sq ft).
  • Does 116 Winding Way have a garage?
    Yes, 116 Winding Way in Ross, CA has a garage.

Apartments for Rent

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Off Market Homes Near 116 Winding Way

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