20692 Cheryl Dr, Cupertino, CA 95014
OFF MARKET

20692 Cheryl Dr
Cupertino, CA 95014

Jollyman
  • 4 Beds
  • 3 Baths
  • 1,779 sqft

$3,324,500

Trulia Estimate
as of Jul 30, 2026
Est. Refi. Payment $20,008/mo*

$3,324,500

Trulia Estimate
as of Jul 30, 2026
Est. Refi. Payment $20,008/mo*
4 Beds
3 Baths
1,779 sqft

Local Information

  • Map ViewExplore the area around 20692 Cheryl Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1963
Living Area
1,779 sqft
Price/Sqft
$1,869
Parking
2 Car Garage

About this House

Welcome to this fully renovated home located in Cupertino. Renovation with modern designs and high end materials which includes brand new stucco sidings, roofs, windows, exterior/interior doors, garage doors, hardwood/tile floors, fireplace, front fences, new kitchen and new bathrooms. Great layout with lots of natural light. Both living and family rooms with sliding door that allow outdoor living to be part of your daily life. Oversize lot with lots of potential. House is in great location with short distance to HWY, high tech companies and award schools.
20692 Cheryl Dr, Cupertino, CA 95014 is a 4 bedroom, 3 bathroom, 1,779 sqft single-family home in Jollyman, built in 1963. It last sold for $3,400,000 on Jul 7, 2025 (5% below the $3,580,000 asking price). It is currently off market. The Trulia Estimate is $3,324,500, with a rent estimate of $6,421/month.

Home Details for 20692 Cheryl Dr

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Bedroom, Dining Room, Family Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 1779 Square Feet
Appliances & Utilities
Utilities: Public Utilities, Water PublicLaundry: In Garage
Heating & Cooling
Heating: Forced AirNo CoolingAir Conditioning: NoneHeating Fuel: Forced Air
Fireplace & Spa
Fireplace: Living Room
Gas & Electric
Gas: PublicUtilities
Windows, Doors, Floors & Walls
Flooring: Wood
Levels, Entrance, & Accessibility
Stories: 2Floors: Wood

Exterior Features

Exterior Home Features
Roof: CompositionFoundation: Crawl Space
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Water & Sewer
Sewer: Public Sewer
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 1963
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, Residential
Building
Not a New ConstructionNot Attached Property
Property Information
Parcel Number: 35916017

Price & Status

Price
List Price: $3,580,000

Active Status

MLS Status: Sold

Location

Direction & Address
City: Cupertino
School Information
Elementary School District: CupertinoUnionHigh School District: FremontUnionHighWalk Score: 79

Building

Building Area
Building Area: 1779

Lot Information

Lot Area: 7904 sqft

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: ExclusiveRightToSell

Miscellaneous

Mls Number: ML82000567
Last check for updates: about 7 hours ago
Listed by Ruby Deng 01357565, (408) 206-0525
Goodview Financial & Real Estate, (408) 621-9920
Bought with: Bin Fang 02064457, (408) 320-8508, Goodview Financial & Real Estate, (408) 621-9920
Source: MLSListings Inc, MLS#ML82000567

Price History for 20692 Cheryl Dr

DatePriceEventSource
07/07/2025$3,400,000Sold
MLSListings Inc #ML82000567
04/05/2024$2,830,000Sold
N/A

Market trends in Cupertino

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$3.17M
$47.83K
MoM
Sale-to-List Price
104.2%
2.3%
MoM
Price per sq ft
$1.56K
$27
MoM
Available listings
79
10
MoM
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Property Tax and Assessment

Year2025
Tax$34,877
Assessment$2,895,600
Home facts updated by county records

Comparable Sales for 20692 Cheryl Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.25
Single-Family Home
$3,130,000
04/24/26
4
2
1,728
0.33
Single-Family Home
$4,000,000
01/16/26
4
3
2,271
0.29
Single-Family Home
$3,800,000
05/06/26
4
3.5
2,645
0.25
Single-Family Home
$3,850,000
06/03/26
5
3.5
2,846
0.38
Single-Family Home
$3,000,000
05/26/26
4
2
1,635
0.23
Single-Family Home
$2,980,000
08/11/25
3
2
1,388
0.52
Single-Family Home
$3,800,000
08/01/25
4
2.5
2,152
0.45
Single-Family Home
$3,450,000
11/12/25
3
2
1,838

Nearby homes

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Assigned Schools

These are the assigned schools for 20692 Cheryl Dr.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Jollyman

At least 18 Trulia users voted on each feature.
  • 86 % Say yards are well-kept

  • 86 % Say it's dog friendly

  • 85 % Say parking is easy

  • 82 % Say there are sidewalks

  • 80 % Say it's walkable to grocery stores

  • 75 % Say there's holiday spirit

  • 75 % Say car is needed

  • 73 % Say it's quiet

  • 65 % Say it's walkable to restaurants

  • 62 % Say streets are well-lit

  • 61 % Say people would walk alone at night

  • 58 % Say they plan to stay for at least 5 years

  • 55 % Say kids play outside

  • 52 % Say there's wildlife

  • 42 % Say neighbors are friendly

  • 26 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • biapayne
    "Great schools, nice parks, teen center, 11PM teen curfew, lots of restaurants, good weather, housing is very expensive. "
  • Neelika C.
    "Love the Cupertino area. This tract is like a quiet bedroom community yet is walking distance from Apple HQ and restaurants and shopping."

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Homes for sale near 20692 Cheryl Dr

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Off Market Homes Near 20692 Cheryl Dr

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Based on information from the MLSListings MLS as of 2026-07-30 01:38:22 PDT. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.