16030 Winterbrook Rd, Los Gatos, CA 95032
OFF MARKET

16030 Winterbrook Rd
Los Gatos, CA 95032

  • 5 Beds
  • 5.5 Baths
  • 3,450 sqft (on 0.33 acres)

$7,266,100

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $43,831/mo*
Refinance Your Home

$7,266,100

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $43,831/mo*
Refinance Your Home
5 Beds
5.5 Baths
3,450 sqft
(on 0.33 acres)

Local Information

  • Map ViewExplore the area around 16030 Winterbrook Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2023
Lot Size
0.33 acres
Living Area
3,450 sqft
Price/Sqft
$2,106
Parking
Garage

About this House

This single-family home is located at 16030 Winterbrook Rd, Los Gatos, CA. 16030 Winterbrook Rd is in Los Gatos, CA and in ZIP code 95032. This property has 5 bedrooms, 6 bathrooms and approximately 3,450 sqft of floor space. This property has a lot size of 0.33 acres and was built in 2023.
16030 Winterbrook Rd, Los Gatos, CA 95032 is a 5 bedroom, 6 bathroom, 3,450 sqft single-family home built in 2023. It last sold for $1,990,000 on Oct 16, 2014. It is currently off market. The Trulia Estimate is $7,266,100, with a rent estimate of $11,695/month.

Home Details for 16030 Winterbrook Rd

Interior Features

Heating & Cooling
Heating: Forced Air, Heat Pump, Electric, Gas, SolarAir ConditioningCooling System: Central, SolarHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood
Interior Details
AtticNumber of Rooms: 16Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Office, PantryWet Bar
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Shingle, Wood, Wood Products, Cement Concrete, CompositionGardenPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 6Parking: Garage Attached, Off Street, On Street

Property Information

Year Built
Year Built: 2023Year Updated: 2023
Property Type / Style
Property Type: Single Family HomeArchitecture: Modern

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Additional Information

Intercom

Price History for 16030 Winterbrook Rd

DatePriceEventSource
10/16/2014$1,990,000Sold
N/A
09/26/2014$1,999,000PendingAgent Provided
09/12/2014$1,999,000PendingToActiveAgent Provided
09/09/2014$1,999,000PendingAgent Provided
09/04/2014$1,999,000PriceChange
Agent Provided
08/22/2014$2,098,000PriceChange
Agent Provided
08/06/2014$2,198,000Listed For SaleAgent Provided

Market trends in Los Gatos

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.58M
$217KMoM
Sale-to-List Price
101.7%
0.1%MoM
Price per sq ft
$1.28K
$30MoM
Available listings
148
16MoM
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Property Tax and Assessment

Year2025
Tax$40,388
Assessment$3,410,172
Home facts updated by county records

Comparable Sales for 16030 Winterbrook Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
16100 Jasmine Way, Los Gatos, CA
0.20
Single-Family Home
$4,405,000
11/21/25
6
5
3,195
129 Dover St, Los Gatos, CA
0.46
Single-Family Home
$4,350,000
12/09/25
5
4
3,851
16251 Lilac Ln, Los Gatos, CA
0.17
Single-Family Home
$3,175,000
09/11/25
5
3
2,371
15827 Linda Ave, Los Gatos, CA
0.24
Single-Family Home
$3,000,000
06/05/26
4
3.5
2,782
16000 Blossom Hill Rd, Los Gatos, CA
0.10
Single-Family Home
$2,250,000
02/23/26
3
2
1,674
15758 Longwood Dr, Los Gatos, CA
0.29
Single-Family Home
$2,651,000
04/15/26
4
3.5
2,194
16180 Jasmine Way, Los Gatos, CA
0.13
Single-Family Home
$4,055,000
07/02/26
3
3
2,571
15681 Camino Del Cerro, Los Gatos, CA
0.47
Single-Family Home
$4,400,000
02/18/26
5
3.5
3,060
15905 Orange Blossom Ln, Los Gatos, CA
0.33
Single-Family Home
$2,700,000
07/29/26
5
2.5
2,327
15931 Camino Del Cerro, Los Gatos, CA
0.34
Single-Family Home
$3,750,000
04/14/26
4
2.5
2,846

Nearby homes

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Assigned Schools

These are the assigned schools for 16030 Winterbrook Rd.
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 Los Gatos

At least 225 Trulia users voted on each feature.

  • 95 % Say it's dog friendly

  • 85 % Say car is needed

  • 79 % Say parking is easy

  • 75 % Say people would walk alone at night

  • 74 % Say there are sidewalks

  • 73 % Say there's holiday spirit

  • 71 % Say it's walkable to grocery stores

  • 70 % Say yards are well-kept

  • 69 % Say it's walkable to restaurants

  • 68 % Say kids play outside

  • 66 % Say it's quiet

  • 64 % Say they plan to stay for at least 5 years

  • 61 % Say neighbors are friendly

  • 60 % Say there's wildlife

  • 54 % Say streets are well-lit

  • 38 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "It’s great. Awesome downtown and Los Gatos creek trail is amazing. So walkable. Restaurants, shops and a movie theater. Plus if you want get your hair cut so many salons. "
    0
    Flag
  • 12471966-0--1|deleted user
    "Los Gatos is beautiful, a tiny corner of the Bay Area that has everything! Good food, good schools, good people. "
    0
    Flag
  • Trulia User
    "I use my car to drive to work in east Los Gatos. Easy commute on Kennedy Road. Sometimes 17 backs up all the at to highway 9 and up to Outlook drive. I use my car to drive to work in east Los Gatos. Easy commute on Kennedy Road. Sometimes 17 backs up all the at to highway 9 and up to Outlook drive. I use my car to drive to work in east Los Gatos. Easy commute on Kennedy Road. Sometimes 17 backs up all the at to highway 9 and up to Outlook drive. "
    0
    Flag
  • 12471966-0--1|deleted user
    "They would appreciate the beautiful scenery and walking trails all around Los Gatos. There are dog parks nearby and people that are out walking are friendly. "
    0
    Flag
  • Ctaud
    "The schools are fantastic. There are also great little league teams and soccer leagues. It’s a walking and biking community."
    0
    Flag
  • Jen
    "It’s a dog friendly town. The shop owners downtown put out water and offer treats for dogs. There’s a dog park nearby. "
    0
    Flag
  • Ladamsbrown
    "Lots of dog walkers, parks, trees and sunshine. It’s beautiful and peaceful with easy sidewalks and bike trails."
    0
    Flag
  • Laura.nateghi
    "Family friendly great school great parks and sense of community. Feeling safe raising my two young children here"
    0
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  • Mark
    "Lots of other dogs. Sidewalks. Hiking trails. Slow auto traffic. Vegetation. Mostly dog loving or at least dog neutral neighbors."
    0
    Flag
  • 12471966-0--1|deleted user
    "We love living here. There are Lots of families, great schools and a nice sense of community. There are nice parks, a great farmers market abcs lots of community events. "
    0
    Flag
  • Trebryan
    "I live in downtown so there are events all the time like Music in the Park and Jazz in the Plaz. Halloween up in Johnson where my best friend lives is something special. "
    0
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  • Jane R.
    "The shared sense of pride in our beloved town, from its small town humble beginnings to its explosion during the dot com boom. Despite the rapid growth, which has brought amazing new businesses, events, and community events, Los Gatos still maintains that small town feel and still holds its traditional events and many of the same restaurants that I grew up going to. There are tons of block parties, community events and classes, garage/estate sales, and just a great vibe downtown, especially during the summer and any given Sunday at the coffee roaster and farmers market. During the summer months - Music in the park on Sunday evenings and jazz in the Plaz on Wednesdays Tons of walking/running, biking and hiking trails and we are 20 minute drive to downtown Santa Cruz and the boardwalk"
    0
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  • Trebryan
    "It’s a beautiful town nestled up on the Santa Cruz Mountains. A great downtown with an old movie theater and great restaurants. The one big downside is all the beach traffic in summer weekends but it’s so walkable just leave your car behind those 13 weekends a year and walk or bike. "
    0
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  • Trulia User
    "We do cool stuff and go on walks to the creeks and feed our dogs they get fat but we give them walks and no more snacks they store energy very well then they get the zoomies and take off running"
    2
    Flag
  • Trulia User
    "Good access to freeways, though not immediate. Close enough to centers of work and the airport, but far enough away not to feel congested. Light traffic. "
    1
    Flag
  • Trulia User
    "Great neighborhood, especially for young families. Neighbors get to know each other. Great local parks nearby as well. "
    0
    Flag
  • H_labe
    "I’ve lived in this neighborhood for 27 years, people are friendly, diverse, and well educated. There’s an abundance of hiking and biking trails, great schools and a wonderful walkable downtown shopping and dinning area. "
    0
    Flag
  • Priscilla G.
    "There are a lot of well trained dogs. Most owners are responsible about waste pick up. Plenty of nearby parks. "
    1
    Flag
  • Cate L.
    "I own a dog and the other dog owners seem very friendly. There are however not a lot of dog parks. So you have to drive to them."
    1
    Flag
  • Jose L. P.
    "It is cool. I like living here. We are a family. It is special and fun. People are very nice. Everyone here shares a lot of stuff. We look after each other. It would safe neighborhood. I think you would like living here. "
    5
    Flag
  • Neva T.
    "Ease of access to 4 different grocery stores, multiple places to eat, parks and walking/bike trails."
    2
    Flag
  • Jennifer C.
    "Lots of kids. Safe here. Excellent schools. Just a great town. But this is not like some cities where it’s all about academics. This town values sports and hobbies along with academics. "
    3
    Flag
  • Nick K.
    "There are signs up everywhere that dogs are not allowed but everyone ignores them. I’m not sure what the town has against dogs, but the actual people are dog friendly. "
    0
    Flag
  • Michael.valentine
    "Music in the park - Christmas tree lighting - Christmas parade - Little league Opening Day - wine walks downtown"
    0
    Flag
  • Amanpreet S.
    "I believe that my neighborhood is really friendly and pretty safe . And the commute to grocery stores and mall is efficient."
    0
    Flag
  • Jeffreyv
    "Exercise and outdoors access to support an active lifestyle Parks Restaurants Groceries Dog friendly"
    0
    Flag
  • Brooke M.
    "The small town vibe is my favorite. Music in the parks are exceptional and the natural beauty is a blessing. "
    0
    Flag
  • Karen
    "Lots of elderly and not too many friendly people. People don’t clean up very well after their dog. The bike path is nice. "
    0
    Flag
  • Brooke R.
    "Not bad if you leave at non peak times. At peak can be 45 min to Santa Clara. Summertime beach traffic"
    0
    Flag
  • Carrieanndean
    "Great schools, great community - super small town feel. Very beautiful downtown. My kids ride their bikes to and from school every day - amazingly special perk. "
    1
    Flag
  • Daveend78
    "Constant driving. Morning and afternoon traffic can insanely bad and quite annoying. More and more people move here with due to more real estate developments so traffic is ever increasing."
    0
    Flag
  • Cillag26
    "Great for both starter and long term families. The type of place people raise their children long term. Consistent, strong sense of community, people look out for one another. "
    0
    Flag
  • Jt69cam
    "It’s full of a bunch of elitist jerks. It used to be a wonderful small community with giving and caring people. It’s just a bunch of rich snobs"
    0
    Flag
  • Jt69cam
    "Absolutely hideous. The drivers around here are rude and a bunch of jerks. It’s just going to get worse. The town has gone downhill with a bunch of elitist snob’s"
    2
    Flag
  • Stanley A.
    "Easy freeway access for a quick commute if there is an early departure. Otherwise the traffic can be challenging. "
    0
    Flag
  • Karinadance
    "It’s quiet, green, safe and friendly. Schools are great and there’s police visiting all areas often."
    0
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LGBTQ Local Legal Protections

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Homes for sale near 16030 Winterbrook Rd

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Off Market Homes Near 16030 Winterbrook Rd

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Frequently asked questions about 16030 Winterbrook Rd

  • What is 16030 Winterbrook Rd estimated to be worth?
    Trulia's estimated value for 16030 Winterbrook Rd in Los Gatos, CA is $7,266,100.
  • What is the price history for 16030 Winterbrook Rd?
    16030 Winterbrook Rd in Los Gatos, CA last sold for $1,990,000 in October 2014.
  • Is Los Gatos a buyer's or seller's market?
    Los Gatos is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Los Gatos?
    The median sale price in Los Gatos is $2.58M. That is up $217K from the prior month.
  • Does 16030 Winterbrook Rd have air conditioning?
    Yes, 16030 Winterbrook Rd in Los Gatos, CA has air conditioning.
  • Does 16030 Winterbrook Rd have a pool?
    Yes, 16030 Winterbrook Rd in Los Gatos, CA has a pool.